{"product_id":"1-adamantanol-cas-768-95-6","title":"1-Adamantanol | CAS 768-95-6 | ≥99%","description":"\u003cdiv style=\"margin-bottom: 28px;\"\u003e\n\u003cdiv style=\"background: #002147; padding: 10px 20px; margin-bottom: 0;\"\u003e\u003ch3 style=\"margin: 0; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.70em; font-weight: bold; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eTechnical Specifications\u003c\/h3\u003e\u003c\/div\u003e\n\u003ctable style=\"width: 100%; border-collapse: collapse; font-size: 0.95em; border: 1px solid #e4e8f0; border-top: none; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif;\"\u003e\u003ctbody\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eCAS Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e768-95-6\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eEC \/ EINECS Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e212-202-8\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMDL Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eMFCD00074729\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eRTECS Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eAU4980000\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eSMILES\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0; word-break: break-all;\"\u003eC1C2CC3CC1CC(C2)(C3)O\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eInChI\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0; word-break: break-all;\"\u003eInChI=1S\/C10H16O\/c11-10-4-7-1-8(5-10)3-9(2-7)6-10\/h7-9,11H,1-6H2\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eInChIKey\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0; word-break: break-all;\"\u003eVLLNJDMHDJRNFK-UHFFFAOYSA-N\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003ePubChem CID\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e64152\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMolecular Formula\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eC₁₀H₁₆O\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMolecular Weight\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e152.23 g\/mol\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eMelting Point\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e247 °C (subl.) (lit.)\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eSolubility\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eSoluble in methanol, ethanol and diethyl ether. Sparingly soluble in water.\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eLog Pow\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e2.14\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003ePurity\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e≥99%\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003ePhysical Form\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eWhite crystalline powder\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eHS Code\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e2906.19\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eShelf Life\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eRetest period: 36 months from date of manufacture\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003ctr\u003e\n\u003ctd style=\"padding: 9px 16px; font-weight: 600; color: #002147; width: 200px; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eStorage Conditions\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333;\"\u003eStore at room temperature in a tightly sealed container, protected from moisture.\u003c\/td\u003e\n\u003c\/tr\u003e\n\u003c\/tbody\u003e\u003c\/table\u003e\n\u003c\/div\u003e\u003cdiv style=\"margin-bottom: 28px;\"\u003e\n\u003cdiv style=\"background: #002147; padding: 10px 20px; margin-bottom: 0;\"\u003e\u003ch3 style=\"margin: 0; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.70em; font-weight: bold; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eShipping Destinations\u003c\/h3\u003e\u003c\/div\u003e\n\u003cdiv style=\"border: 1px solid #e4e8f0; border-top: none; padding: 12px 16px; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.95em;\"\u003e\u003cul style=\"margin: 0; padding: 0; list-style: none;\"\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eEU \u0026amp; UK: Priority delivery, 2–5 business days.\u003c\/li\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eUnited States (DDP): 3–7 business days, duties and taxes prepaid.\u003c\/li\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eEFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.\u003c\/li\u003e\n\u003cli style=\"padding: 5px 0; border-bottom: 1px solid #f0f0f0;\"\u003e\n\u003cspan style=\"display: inline-block; width: 7px; height: 7px; background: #002147; border-radius: 50%; margin-right: 10px; vertical-align: middle;\"\u003e\u003c\/span\u003eWorldwide: 7–14 business days, selected locations.\u003c\/li\u003e\n\u003c\/ul\u003e\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"margin-bottom: 28px;\"\u003e\n\u003cdiv style=\"background: #002147; padding: 10px 20px; margin-bottom: 0;\"\u003e\n\u003ch3 style=\"margin: 0; font-family: 'Helvetica Neue', Helvetica, Arial, sans-serif; font-size: 0.70em; font-weight: bold; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eProduct Description \u0026amp; Scientific Applications\u003c\/h3\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"padding: 16px 20px; border: 1px solid #e4e8f0; border-top: none; font-family: Georgia, 'Times New Roman', serif; font-size: 0.95em; line-height: 1.65; color: #333;\"\u003e\n\u003cdiv\u003e\n\u003cp\u003e\n\u003cstrong\u003e1-Adamantanol\u003c\/strong\u003e (adamantan-1-ol, 1-hydroxyadamantane) is used in the manufacture of synthetic adamantane derivatives and adapalene. Combined with a mineral acid, it alkylates phenols under milder conditions than the corresponding haloadamantanes, and often with higher selectivity.\u003c\/p\u003e\n\u003cp\u003e\n\u003cstrong\u003eAdamantylation of phenols.\u003c\/strong\u003e Substituted phenols react with adamantanols over a recyclable sulfonic acid ion-exchange resin in acetic acid to give 2-adamantylphenol derivatives. Water is the only by-product. From 4-bromophenol and 1-adamantanol, the method gives 2-(1-adamantyl)-4-bromophenol, the key intermediate of adapalene.\u003c\/p\u003e\n\u003cdiv style=\"margin:8px 0 18px 0;\"\u003e\n\u003cdiv style=\"display:flex;flex-wrap:wrap;align-items:center;justify-content:flex-start;gap:2px;\"\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"120px\" height=\"110px\" viewbox=\"0 0 120 110\"\u003e\n\u003cpath d=\"M 97.4,54.8 L 80.2,54.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.2,54.8 L 69.6,36.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 69.6,36.4 L 48.4,36.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 67.8,39.6 L 50.2,39.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 48.4,36.4 L 37.8,54.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 37.8,54.8 L 18.9,54.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 37.8,54.8 L 48.4,73.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 41.5,54.8 L 50.2,70.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 48.4,73.2 L 69.6,73.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 69.6,73.2 L 80.2,54.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 67.8,70.0 L 76.5,54.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 70.1,37.3 L 69.6,36.4 L 68.6,36.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 49.5,36.4 L 48.4,36.4 L 47.9,37.3\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 47.9,72.3 L 48.4,73.2 L 49.5,73.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 68.6,73.2 L 69.6,73.2 L 70.1,72.3\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"98.1\" y=\"60.3\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"105.7\" y=\"60.3\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003ctext x=\"7.4\" y=\"60.3\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eB\u003c\/text\u003e\n\u003ctext x=\"14.9\" y=\"60.3\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003er\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"font-size:20px;padding:0 4px;align-self:center;\"\u003e+\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"120px\" height=\"110px\" viewbox=\"0 0 120 110\"\u003e\n\u003cpath d=\"M 89.2,90.1 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 68.7,73.7 L 73.7,41.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.7,41.2 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 48.1,20.7 L 17.5,32.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 17.5,32.6 L 12.5,65.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 83.7,54.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 83.7,54.9 L 104.3,29.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 78.7,8.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 99.3,61.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 38.1,85.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.3,61.8 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 38.1,85.6 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 78.7,8.8 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.4,42.9 L 73.7,41.2 L 72.4,40.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 19.0,32.0 L 17.5,32.6 L 17.3,34.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.2,55.4 L 83.7,54.9 L 84.8,53.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.0,9.8 L 78.7,8.8 L 77.2,9.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.5,60.2 L 99.3,61.8 L 97.8,62.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 36.8,84.5 L 38.1,85.6 L 39.6,85.0\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"90.3\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"99.4\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"display:flex;flex-direction:column;align-items:center;justify-content:center;min-width:90px;max-width:150px;padding:0 4px;text-align:center;font-size:12px;line-height:1.3;\"\u003e\n\u003cdiv\u003esulfonic acid\u003cbr\u003eion-exchange resin\u003c\/div\u003e\n\u003cdiv style=\"font-size:30px;line-height:1;\"\u003e⟶\u003c\/div\u003e\n\u003cdiv\u003eacetic acid\u003c\/div\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"170px\" height=\"140px\" viewbox=\"0 0 170 140\"\u003e\n\u003cpath d=\"M 54.6,116.5 L 74.8,108.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 74.8,108.6 L 95.3,125.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 95.3,125.0 L 119.7,115.5\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 96.0,120.3 L 116.0,112.5\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 119.7,115.5 L 123.7,89.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 123.7,89.6 L 144.0,81.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 123.7,89.6 L 103.3,73.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 119.2,91.3 L 102.5,77.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 103.3,73.2 L 78.8,82.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 78.8,82.7 L 58.3,66.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 58.3,66.2 L 62.4,40.3\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 62.4,40.3 L 41.9,23.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 41.9,23.9 L 17.4,33.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 17.4,33.4 L 13.4,59.3\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 13.4,59.3 L 70.4,51.3\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 70.4,51.3 L 86.8,30.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 86.8,30.8 L 66.4,14.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 86.8,30.8 L 82.8,56.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 13.4,59.3 L 33.9,75.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 78.8,82.7 L 74.8,108.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 82.5,85.7 L 79.3,106.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 82.8,56.7 L 58.3,66.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 33.9,75.7 L 58.3,66.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 66.4,14.4 L 41.9,23.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 94.2,124.2 L 95.3,125.0 L 96.5,124.6\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 118.5,116.0 L 119.7,115.5 L 119.9,114.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,74.0 L 103.3,73.2 L 102.0,73.6\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 62.2,41.6 L 62.4,40.3 L 61.3,39.5\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 18.7,32.9 L 17.4,33.4 L 17.2,34.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 67.5,51.7 L 70.4,51.3 L 71.2,50.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 67.4,15.2 L 66.4,14.4 L 65.1,14.8\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 83.0,55.4 L 82.8,56.7 L 81.6,57.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 32.9,74.9 L 33.9,75.7 L 35.1,75.3\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"40.0\" y=\"123.6\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003ctext x=\"47.0\" y=\"123.6\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"144.9\" y=\"85.6\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eB\u003c\/text\u003e\n\u003ctext x=\"152.5\" y=\"85.6\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003er\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"font-size:20px;padding:0 4px;align-self:center;\"\u003e+\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"align-self:center;border:1px solid #888;border-radius:4px;padding:10px 12px;font-size:13px;\"\u003eH₂O\u003c\/div\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cp style=\"font-size:12px;margin:4px 0 0 0;\"\u003e\n\u003cem\u003eGeneral reaction: 4-bromophenol + 1-adamantanol → 2-(1-adamantyl)-4-bromophenol + water.\u003c\/em\u003e\n\u003c\/p\u003e\n\u003c\/div\u003e\n\u003cp\u003e\n\u003cstrong\u003eRitter reaction.\u003c\/strong\u003e 1-Adamantanol reacts with arylsulfonyl- and arylthiopropionitriles in the Ritter reaction, which gives the corresponding N-(1-adamantyl)amides.\u003c\/p\u003e\n\u003cdiv style=\"margin:8px 0 18px 0;\"\u003e\n\u003cdiv style=\"display:flex;flex-wrap:wrap;align-items:center;justify-content:flex-start;gap:2px;\"\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"110px\" height=\"60px\" viewbox=\"0 0 110 60\"\u003e\n\u003cpath d=\"M 26.8,29.0 L 54.8,29.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 54.8,29.0 L 82.8,29.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 54.8,24.0 L 82.8,24.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 54.8,33.9 L 82.8,33.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 53.4,29.0 L 54.8,29.0 L 56.2,29.0\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"17.8\" y=\"35.6\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eR\u003c\/text\u003e\n\u003ctext x=\"83.8\" y=\"35.6\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eN\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"font-size:20px;padding:0 4px;align-self:center;\"\u003e+\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"120px\" height=\"110px\" viewbox=\"0 0 120 110\"\u003e\n\u003cpath d=\"M 89.2,90.1 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 68.7,73.7 L 73.7,41.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.7,41.2 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 48.1,20.7 L 17.5,32.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 17.5,32.6 L 12.5,65.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 83.7,54.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 83.7,54.9 L 104.3,29.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 78.7,8.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 99.3,61.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 38.1,85.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.3,61.8 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 38.1,85.6 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 78.7,8.8 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.4,42.9 L 73.7,41.2 L 72.4,40.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 19.0,32.0 L 17.5,32.6 L 17.3,34.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.2,55.4 L 83.7,54.9 L 84.8,53.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.0,9.8 L 78.7,8.8 L 77.2,9.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.5,60.2 L 99.3,61.8 L 97.8,62.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 36.8,84.5 L 38.1,85.6 L 39.6,85.0\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"90.3\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"99.4\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"display:flex;flex-direction:column;align-items:center;justify-content:center;min-width:90px;max-width:150px;padding:0 4px;text-align:center;font-size:12px;line-height:1.3;\"\u003e\n\u003cdiv\u003eRitter reaction\u003c\/div\u003e\n\u003cdiv style=\"font-size:30px;line-height:1;\"\u003e⟶\u003c\/div\u003e\n\u003cdiv\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"150px\" height=\"150px\" viewbox=\"0 0 150 150\"\u003e\n\u003cpath d=\"M 113.3,128.7 L 95.5,114.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 95.9,111.8 L 72.5,120.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 97.6,116.1 L 74.2,125.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 95.5,114.4 L 98.8,93.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 95.4,82.7 L 77.6,68.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 77.6,68.4 L 82.0,40.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 82.0,40.2 L 59.8,22.3\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 59.8,22.3 L 33.2,32.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 33.2,32.6 L 28.8,60.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 28.8,60.8 L 90.7,52.1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 90.7,52.1 L 108.6,29.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 108.6,29.9 L 86.3,12.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 108.6,29.9 L 104.2,58.1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 28.8,60.8 L 51.1,78.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.2,58.1 L 77.6,68.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 51.1,78.7 L 77.6,68.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 86.3,12.0 L 59.8,22.3\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 96.4,115.1 L 95.5,114.4 L 95.7,113.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 81.8,41.6 L 82.0,40.2 L 80.9,39.3\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 34.5,32.1 L 33.2,32.6 L 33.0,34.1\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 87.6,52.5 L 90.7,52.1 L 91.6,51.0\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 87.5,12.9 L 86.3,12.0 L 85.0,12.5\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.4,56.6 L 104.2,58.1 L 102.9,58.6\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 49.9,77.8 L 51.1,78.7 L 52.4,78.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"114.3\" y=\"138.0\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eR\u003c\/text\u003e\n\u003ctext x=\"65.5\" y=\"130.5\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"96.5\" y=\"91.9\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eN\u003c\/text\u003e\n\u003ctext x=\"104.3\" y=\"91.9\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cp style=\"font-size:12px;margin:4px 0 0 0;\"\u003e\n\u003cem\u003eGeneral reaction: R–C≡N + 1-adamantanol → N-(1-adamantyl)amide; R = arylsulfonyl- or arylthio-substituted propionitrile residue.\u003c\/em\u003e\n\u003c\/p\u003e\n\u003c\/div\u003e\n\u003cp\u003e\n\u003cstrong\u003eConversion to 1-fluoroadamantane.\u003c\/strong\u003e Pyridinium poly(hydrogen fluoride) converts 1-adamantanol into 1-fluoroadamantane. The same reagent prepares a wide variety of secondary and tertiary alkyl fluorides from the corresponding alcohols.\u003c\/p\u003e\n\u003cdiv style=\"margin:8px 0 18px 0;\"\u003e\n\u003cdiv style=\"display:flex;flex-wrap:wrap;align-items:center;justify-content:flex-start;gap:2px;\"\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"120px\" height=\"110px\" viewbox=\"0 0 120 110\"\u003e\n\u003cpath d=\"M 89.2,90.1 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 68.7,73.7 L 73.7,41.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.7,41.2 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 48.1,20.7 L 17.5,32.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 17.5,32.6 L 12.5,65.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 83.7,54.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 83.7,54.9 L 104.3,29.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 78.7,8.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 99.3,61.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 38.1,85.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.3,61.8 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 38.1,85.6 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 78.7,8.8 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.4,42.9 L 73.7,41.2 L 72.4,40.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 19.0,32.0 L 17.5,32.6 L 17.3,34.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.2,55.4 L 83.7,54.9 L 84.8,53.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.0,9.8 L 78.7,8.8 L 77.2,9.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.5,60.2 L 99.3,61.8 L 97.8,62.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 36.8,84.5 L 38.1,85.6 L 39.6,85.0\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"90.3\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"99.4\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"display:flex;flex-direction:column;align-items:center;justify-content:center;min-width:90px;max-width:150px;padding:0 4px;text-align:center;font-size:12px;line-height:1.3;\"\u003e\n\u003cdiv\u003epyridinium\u003cbr\u003epoly(hydrogen fluoride)\u003c\/div\u003e\n\u003cdiv style=\"font-size:30px;line-height:1;\"\u003e⟶\u003c\/div\u003e\n\u003cdiv\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"120px\" height=\"110px\" viewbox=\"0 0 120 110\"\u003e\n\u003cpath d=\"M 90.4,90.1 L 69.9,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 69.9,73.7 L 74.9,41.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 74.9,41.2 L 49.3,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 49.3,20.7 L 18.7,32.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 18.7,32.6 L 13.7,65.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 13.7,65.0 L 84.9,54.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 84.9,54.9 L 105.5,29.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 105.5,29.4 L 79.9,8.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 105.5,29.4 L 100.5,61.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 13.7,65.0 L 39.3,85.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 100.5,61.8 L 69.9,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 39.3,85.6 L 69.9,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 79.9,8.8 L 49.3,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 74.6,42.9 L 74.9,41.2 L 73.6,40.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 20.2,32.0 L 18.7,32.6 L 18.5,34.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 81.4,55.4 L 84.9,54.9 L 86.0,53.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 81.2,9.8 L 79.9,8.8 L 78.4,9.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 100.7,60.2 L 100.5,61.8 L 99.0,62.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 38.0,84.5 L 39.3,85.6 L 40.8,85.0\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"91.5\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eF\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cp style=\"font-size:12px;margin:4px 0 0 0;\"\u003e\n\u003cem\u003eGeneral reaction: 1-adamantanol → 1-fluoroadamantane.\u003c\/em\u003e\n\u003c\/p\u003e\n\u003c\/div\u003e\n\u003cp\u003e\n\u003cstrong\u003eCarboxyl protection of amino acids.\u003c\/strong\u003e With dimethyl sulfite, 1-adamantanol converts the 4-toluenesulfonate salts of N-unprotected L-α-amino acids directly into their 1-adamantyl esters. These esters are a class of carboxy-protected amino acid derivatives. The 1-adamantyl ester has also been used to block the β-carboxyl group of aspartic acid in peptide synthesis.\u003c\/p\u003e\n\u003cdiv style=\"margin:8px 0 18px 0;\"\u003e\n\u003cdiv style=\"display:flex;flex-wrap:wrap;align-items:center;justify-content:flex-start;gap:2px;\"\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"130px\" height=\"100px\" viewbox=\"0 0 130 100\"\u003e\n\u003cpath d=\"M 92.1,69.6 L 78.5,46.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 79.8,43.0 L 80.4,43.4\" style=\"fill:none;fill-rule:evenodd;stroke:#000000;stroke-width:0.8px;stroke-linecap:butt;stroke-linejoin:miter;stroke-opacity:1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 81.1,40.0 L 82.3,40.7\" style=\"fill:none;fill-rule:evenodd;stroke:#000000;stroke-width:0.8px;stroke-linecap:butt;stroke-linejoin:miter;stroke-opacity:1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 82.4,37.0 L 84.3,38.1\" style=\"fill:none;fill-rule:evenodd;stroke:#000000;stroke-width:0.8px;stroke-linecap:butt;stroke-linejoin:miter;stroke-opacity:1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 83.8,34.0 L 86.2,35.4\" style=\"fill:none;fill-rule:evenodd;stroke:#000000;stroke-width:0.8px;stroke-linecap:butt;stroke-linejoin:miter;stroke-opacity:1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 85.1,31.0 L 88.2,32.8\" style=\"fill:none;fill-rule:evenodd;stroke:#000000;stroke-width:0.8px;stroke-linecap:butt;stroke-linejoin:miter;stroke-opacity:1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 86.4,28.0 L 90.1,30.1\" style=\"fill:none;fill-rule:evenodd;stroke:#000000;stroke-width:0.8px;stroke-linecap:butt;stroke-linejoin:miter;stroke-opacity:1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 87.8,25.0 L 92.0,27.5\" style=\"fill:none;fill-rule:evenodd;stroke:#000000;stroke-width:0.8px;stroke-linecap:butt;stroke-linejoin:miter;stroke-opacity:1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 78.5,46.0 L 45.5,46.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 48.3,46.0 L 35.5,23.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 44.0,48.5 L 31.3,26.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 45.5,46.0 L 31.9,69.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 79.1,47.2 L 78.5,46.0 L 76.8,46.0\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 47.1,46.0 L 45.5,46.0 L 44.8,47.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"91.0\" y=\"81.2\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eN\u003c\/text\u003e\n\u003ctext x=\"100.1\" y=\"81.2\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003ctext x=\"109.2\" y=\"86.5\" style=\"font-size:8px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003e2\u003c\/text\u003e\n\u003ctext x=\"91.0\" y=\"24.1\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eR\u003c\/text\u003e\n\u003ctext x=\"25.0\" y=\"24.1\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"16.6\" y=\"81.2\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003ctext x=\"25.0\" y=\"81.2\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"font-size:20px;padding:0 4px;align-self:center;\"\u003e+\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"120px\" height=\"110px\" viewbox=\"0 0 120 110\"\u003e\n\u003cpath d=\"M 89.2,90.1 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 68.7,73.7 L 73.7,41.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.7,41.2 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 48.1,20.7 L 17.5,32.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 17.5,32.6 L 12.5,65.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 83.7,54.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 83.7,54.9 L 104.3,29.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 78.7,8.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 99.3,61.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 38.1,85.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.3,61.8 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 38.1,85.6 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 78.7,8.8 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.4,42.9 L 73.7,41.2 L 72.4,40.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 19.0,32.0 L 17.5,32.6 L 17.3,34.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.2,55.4 L 83.7,54.9 L 84.8,53.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.0,9.8 L 78.7,8.8 L 77.2,9.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.5,60.2 L 99.3,61.8 L 97.8,62.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 36.8,84.5 L 38.1,85.6 L 39.6,85.0\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"90.3\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"99.4\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"display:flex;flex-direction:column;align-items:center;justify-content:center;min-width:90px;max-width:150px;padding:0 4px;text-align:center;font-size:12px;line-height:1.3;\"\u003e\n\u003cdiv\u003edimethyl sulfite\u003c\/div\u003e\n\u003cdiv style=\"font-size:30px;line-height:1;\"\u003e⟶\u003c\/div\u003e\n\u003cdiv\u003etoluene, reflux\u003c\/div\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"170px\" height=\"165px\" viewbox=\"0 0 170 165\"\u003e\n\u003cpath d=\"M 124.5,113.1 L 104.9,120.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.9,120.7 L 103.8,141.1 L 99.8,140.5 Z\" style=\"fill:#000000;fill-rule:evenodd;fill-opacity:1;stroke:#000000;stroke-width:0.4px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.9,120.7 L 85.0,104.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 85.3,102.3 L 64.6,110.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 86.8,106.2 L 66.1,114.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 85.0,104.7 L 87.9,85.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 84.7,76.1 L 69.0,63.5\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 69.0,63.5 L 72.9,38.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 72.9,38.2 L 53.0,22.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 53.0,22.2 L 29.2,31.5\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 29.2,31.5 L 25.3,56.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 25.3,56.7 L 80.7,48.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.7,48.9 L 96.7,29.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 96.7,29.0 L 76.8,13.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 96.7,29.0 L 92.8,54.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 25.3,56.7 L 45.2,72.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 92.8,54.2 L 69.0,63.5\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 45.2,72.7 L 69.0,63.5\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 76.8,13.0 L 53.0,22.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 105.9,120.3 L 104.9,120.7 L 103.9,119.9\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 86.0,105.5 L 85.0,104.7 L 85.1,103.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 72.7,39.5 L 72.9,38.2 L 71.9,37.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 30.4,31.0 L 29.2,31.5 L 29.0,32.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 77.9,49.3 L 80.7,48.9 L 81.5,47.9\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 77.8,13.8 L 76.8,13.0 L 75.6,13.5\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 93.0,53.0 L 92.8,54.2 L 91.6,54.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 44.2,71.9 L 45.2,72.7 L 46.4,72.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"125.4\" y=\"116.9\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eN\u003c\/text\u003e\n\u003ctext x=\"133.0\" y=\"116.9\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003ctext x=\"140.6\" y=\"121.3\" style=\"font-size:7px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003e2\u003c\/text\u003e\n\u003ctext x=\"97.7\" y=\"151.4\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eR\u003c\/text\u003e\n\u003ctext x=\"57.9\" y=\"119.4\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"85.6\" y=\"84.9\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cp style=\"font-size:12px;margin:4px 0 0 0;\"\u003e\n\u003cem\u003eGeneral reaction: L-α-amino acid (as the 4-toluenesulfonate salt) + 1-adamantanol → amino acid 1-adamantyl ester (4-toluenesulfonate salt).\u003c\/em\u003e\n\u003c\/p\u003e\n\u003c\/div\u003e\n\u003cp\u003e\n\u003cstrong\u003eHydroxylation to 1,3-adamantanediol.\u003c\/strong\u003e The soil actinomycete \u003cem\u003eStreptomyces\u003c\/em\u003e sp. SA8 hydroxylates 1-adamantanol to 1,3-adamantanediol, and 1,4-adamantanediol forms as a by-product.\u003c\/p\u003e\n\u003cdiv style=\"margin:8px 0 18px 0;\"\u003e\n\u003cdiv style=\"display:flex;flex-wrap:wrap;align-items:center;justify-content:flex-start;gap:2px;\"\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"120px\" height=\"110px\" viewbox=\"0 0 120 110\"\u003e\n\u003cpath d=\"M 89.2,90.1 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 68.7,73.7 L 73.7,41.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.7,41.2 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 48.1,20.7 L 17.5,32.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 17.5,32.6 L 12.5,65.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 83.7,54.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 83.7,54.9 L 104.3,29.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 78.7,8.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 104.3,29.4 L 99.3,61.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 12.5,65.0 L 38.1,85.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.3,61.8 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 38.1,85.6 L 68.7,73.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 78.7,8.8 L 48.1,20.7\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 73.4,42.9 L 73.7,41.2 L 72.4,40.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 19.0,32.0 L 17.5,32.6 L 17.3,34.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.2,55.4 L 83.7,54.9 L 84.8,53.7\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.0,9.8 L 78.7,8.8 L 77.2,9.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 99.5,60.2 L 99.3,61.8 L 97.8,62.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 36.8,84.5 L 38.1,85.6 L 39.6,85.0\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"90.3\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"99.4\" y=\"100.8\" style=\"font-size:13px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003cdiv style=\"display:flex;flex-direction:column;align-items:center;justify-content:center;min-width:90px;max-width:150px;padding:0 4px;text-align:center;font-size:12px;line-height:1.3;\"\u003e\n\u003cdiv\u003e\n\u003cem\u003eStreptomyces\u003c\/em\u003e sp. SA8\u003c\/div\u003e\n\u003cdiv style=\"font-size:30px;line-height:1;\"\u003e⟶\u003c\/div\u003e\n\u003cdiv\u003ehydroxylation\u003c\/div\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cdiv style=\"display:flex;align-items:center;\"\u003e\n\u003csvg role=\"img\" style=\"max-width:100%;height:auto;\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xml:space=\"preserve\" fill=\"none\" stroke=\"#000\" stroke-width=\"1.6\" width=\"130px\" height=\"115px\" viewbox=\"0 0 130 115\"\u003e\n\u003cpath d=\"M 72.1,85.6 L 55.6,72.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 55.6,72.4 L 59.7,46.1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 59.7,46.1 L 39.0,29.5\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 39.0,29.5 L 14.3,39.1\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 14.3,39.1 L 10.2,65.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 10.2,65.4 L 67.8,57.2\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 67.8,57.2 L 84.4,36.5\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 84.4,36.5 L 104.9,28.6\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 84.4,36.5 L 63.7,19.9\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 84.4,36.5 L 80.4,62.8\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 10.2,65.4 L 30.9,82.0\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.4,62.8 L 55.6,72.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 30.9,82.0 L 55.6,72.4\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 63.7,19.9 L 39.0,29.5\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 59.5,47.5 L 59.7,46.1 L 58.7,45.3\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 15.5,38.6 L 14.3,39.1 L 14.1,40.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 64.9,57.6 L 67.8,57.2 L 68.6,56.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 64.8,20.7 L 63.7,19.9 L 62.5,20.4\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 80.6,61.4 L 80.4,62.8 L 79.1,63.2\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003cpath d=\"M 29.9,81.1 L 30.9,82.0 L 32.1,81.5\" style=\"fill:none;stroke:#000000;stroke-width:1.6px;stroke-linecap:butt;stroke-linejoin:miter;stroke-miterlimit:10;stroke-opacity:1;\"\u003e\u003c\/path\u003e\n\u003ctext x=\"73.0\" y=\"94.5\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"80.6\" y=\"94.5\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003ctext x=\"105.9\" y=\"32.4\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eO\u003c\/text\u003e\n\u003ctext x=\"113.5\" y=\"32.4\" style=\"font-size:11px;font-style:normal;font-weight:normal;fill-opacity:1;stroke:none;font-family:sans-serif;text-anchor:start;fill:#000000\"\u003eH\u003c\/text\u003e\n\u003c\/svg\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003cp style=\"font-size:12px;margin:4px 0 0 0;\"\u003e\n\u003cem\u003eGeneral reaction: 1-adamantanol → 1,3-adamantanediol (1,4-adamantanediol forms as a by-product).\u003c\/em\u003e\n\u003c\/p\u003e\n\u003c\/div\u003e\n\u003cp\u003e\n\u003cstrong\u003eHost–guest chemistry.\u003c\/strong\u003e In the crystal, two 1-adamantanol molecules sit in the cavity of a hydrogen-bonded β-cyclodextrin pair, giving a 2:2 inclusion complex.\u003c\/p\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e\n\u003c\/div\u003e","brand":"NorrChemica™","offers":[{"title":"5.0 g","offer_id":55253340258641,"sku":"NOR-768956-5g","price":43.9,"currency_code":"EUR","in_stock":true},{"title":"10 g","offer_id":55253284094289,"sku":"NOR-768956-10g","price":54.2,"currency_code":"EUR","in_stock":true},{"title":"25 g","offer_id":55253284127057,"sku":"NOR-768956-25g","price":84.2,"currency_code":"EUR","in_stock":true},{"title":"50 g","offer_id":55253284159825,"sku":"NOR-768956-50g","price":129.2,"currency_code":"EUR","in_stock":true},{"title":"100 g","offer_id":55253284192593,"sku":"NOR-768956-100g","price":198.2,"currency_code":"EUR","in_stock":true},{"title":"250 g","offer_id":55253673804113,"sku":"NOR-768956-250g","price":339.2,"currency_code":"EUR","in_stock":true}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/0954\/6357\/1793\/files\/1-Adamantanol_Norrhemica_graphical_card.png?v=1791662217","url":"https:\/\/www.norrchemica.com\/products\/1-adamantanol-cas-768-95-6","provider":"NorrChemica","version":"1.0","type":"link"}