{"product_id":"4-nitrophenylboronic-acid-powder-cas-24067-17-2-purity-98","title":"4-Nitrophenylboronic Acid | CAS 24067-17-2 | ≥98%","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: 700; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eTechnical Specifications\u003c\/h3\u003e\n\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;\"\u003e24067-17-2\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;\"\u003e627-647-7\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;\"\u003eMFCD00161360\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;\"\u003eB(C1=CC=C(C=C1)[N+](=O)[O-])(O)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\/C6H6BNO4\/c9-7(10)5-1-3-6(4-2-5)8(11)12\/h1-4,9-10H\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;\"\u003eNSFJAFZHYOAMHL-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;\"\u003e2773552\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;\"\u003eC₆H₆BNO₄\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;\"\u003e166.93 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;\"\u003e285-290 °C (dec.)\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;\"\u003eSlightly soluble in water; soluble in alcoholic solvents, acetonitrile, DMF, DMSO.\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 P\u003csub\u003eow\u003c\/sub\u003e\n\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003e0.96\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≥98%. May contain small variable amounts of boron anhydrides\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;\"\u003ePale yellow to yellow 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;\"\u003e2931.90\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; border-bottom: 1px solid #e4e8f0; background: #f7f8fb; font-size: 0.95em; vertical-align: top;\"\u003eStorage Conditions\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eStore at room temperature. Keep container tightly closed in a dry place. Mildly hygroscopic — protect 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: 700; 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\u003cp\u003e\u003cstrong\u003e4-Nitrophenylboronic Acid\u003c\/strong\u003e (4-nitrobenzeneboronic acid, \u003cem\u003ep\u003c\/em\u003e-nitrophenylboronic acid) is a highly electron-deficient arylboronic acid generally used as a building block in medicinal chemistry, agrochemical development, and the synthesis of electron-poor π-conjugated materials. The presence of the \u003cem\u003epara\u003c\/em\u003e-nitro group strongly withdraws electron density from both the aromatic ring and the boronic-acid center (σp = +0.78). This extreme electron withdrawal gives the compound an unusually low pKa of approximately 7.1—well below that of standard phenylboronic acid (≈ 8.8)—ensuring that substantial boronate fraction exists even at near-neutral pH. Notably, while it possesses high Lewis acidity, its rate of protodeboronation is dictated by the full substitution pattern rather than pKa alone. Beyond its role as an aryl-transfer reagent, the nitro group provides a valuable orthogonal handle post-coupling; it can be readily reduced to an aniline derivative, unlocking a vast array of downstream transformations via diazonium chemistry.\u003c\/p\u003e\n\u003cp\u003eMay contain small amounts of the cyclic anhydride 4-nitrophenylboroxine. Under aqueous or basic coupling conditions, the two forms re-equilibrate and the impact on yield is minor.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eApplications and Reactions\u003c\/strong\u003e\u003c\/p\u003e\n\u003cul\u003e\n\u003cli\u003e\n\u003cstrong\u003eSuzuki–Miyaura coupling:\u003c\/strong\u003e with aryl, heteroaryl, and alkenyl electrophiles to give 4-nitrobiaryls and related products. Ligand-free Pd-catalysed protocols are reported.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eNitro group transformations:\u003c\/strong\u003e the para-nitro group is an orthogonal handle on the coupled biaryl. Catalytic hydrogenation or chemical reduction (Sn\/HCl, Fe\/HCl, Zn, SnCl2) gives the 4-aminobiaryl; partial reduction gives nitroso, hydroxylamine, or azo intermediates. The aniline allows accessing Sandmeyer chemistry — halides, phenols, cyanides, fluorides (Balz–Schiemann), azides, and arenes.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eLewis acidity and Hammett reference:\u003c\/strong\u003e σp(NO2) = +0.78 and pKa ≈ 7.1 place 4-nitrophenylboronic acid at the electron-poor end of common arylboronic acids — useful for comparing substituent effects on ionisation. \u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003ePetasis borono-Mannich:\u003c\/strong\u003e metal-free three-component coupling with amine and carbonyl partners gives α-(4-nitrophenyl) amines, amino acids, or β-amino alcohols.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eRhodium-catalysed 1,4-addition:\u003c\/strong\u003e a heterogeneous Rh-grafted hydrotalcite catalyst performs achiral 1,4-addition of organoboron reagents to electron-deficient olefins. Homogeneous chiral Rh systems with chiral diene or BINAP ligands extend the same chemistry to enantioselective conjugate addition.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003ePalladium-catalysed direct arylation:\u003c\/strong\u003e the 4-nitroaryl source in Pd-catalysed C–H arylation of arenes and heteroarenes.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eTandem Pd sequence:\u003c\/strong\u003e regioselective Suzuki–Miyaura followed by tandem Pd(II) intramolecular aminocarbonylation\/annulation, giving N-heterocycles with a 4-nitroaryl substituent.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eRuthenium-catalysed direct arylation:\u003c\/strong\u003e reported for benzylic sp3 C–H arylation of acyclic amines using a pyridyl directing group, giving α-(4-nitroaryl) amines.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eCopper-catalysed Chan–Lam N-arylation of ureas:\u003c\/strong\u003e Cu(acac)2-catalysed N-arylation of phenylurea and related ureas, giving 4-nitroaryl ureas.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eCopper-mediated cyanation:\u003c\/strong\u003e Cu-mediated conversion of arylboronic acids to aryl nitriles. For this substrate, gives 4-nitrobenzonitrile — a precursor to tetrazoles, amidines, and primary amides.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eRegioselective glycosylation of unprotected sugars:\u003c\/strong\u003e Tanaka and co-workers report 4-nitrophenylboronic acid as a catalyst for regio- and 1,2-cis-stereoselective SNi-type glycosylation of 1,2-anhydro donors with unprotected sugar acceptors in water. Reversible boronate formation with cis-diols on the acceptor directs the glycosylation site — the compound acts as a diol-recognition catalyst rather than as an aryl-transfer reagent.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eProtected boronate esters:\u003c\/strong\u003e precursor to Bpin, neopentyl glycol, MIDA, and Bdan esters for iterative cross-coupling and easier chromatography.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eNon-classical arylation:\u003c\/strong\u003e coupling with arenediazonium tetrafluoroborates as alternative aryl electrophiles.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eIpso-halodeboronation:\u003c\/strong\u003e arylboronic-acid halodeboronation methods can replace B(OH)2with Br, Cl, or I, giving access to para-halonitrobenzene motifs such as 4-bromo-, 4-chloro-, or 4-iodonitrobenzene depending on the halogen source and conditions.\u003c\/li\u003e\n\u003cli\u003e\n\u003cstrong\u003eOxidative ipso-hydroxylation:\u003c\/strong\u003e peroxide or perborate gives 4-nitrophenol under mild conditions; Cu\/aerobic and Fe-mediated variants offer alternative oxidants.\u003c\/li\u003e\n\u003c\/ul\u003e\n\u003cp\u003e\u003cstrong\u003eFurther Reading\u003c\/strong\u003e\u003c\/p\u003e\n\u003cp\u003eFor boronic acids, boronic esters, protodeboronation, boroxine content, and Suzuki–Miyaura reagent selection, see NorrChemica's Lab Journal guide: \u003ca href=\"https:\/\/www.norrchemica.com\/blogs\/lab-journal\/boron-reagent-selection-suzuki-miyaura-coupling\"\u003eChoosing Your Boron Source for Suzuki–Miyaura Coupling\u003c\/a\u003e.\u003c\/p\u003e\n\u003c\/div\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: 700; letter-spacing: 0.12em; text-transform: uppercase; color: #fff;\"\u003eShipping Destinations\u003c\/h3\u003e\n\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","brand":"NorrChemica™","offers":[{"title":"1.0 g","offer_id":53418114613585,"sku":"NOR-24067172-1g","price":31.95,"currency_code":"EUR","in_stock":true},{"title":"2.0 g","offer_id":53418114646353,"sku":"NOR-24067172-2g","price":47.95,"currency_code":"EUR","in_stock":true},{"title":"5.0 g","offer_id":53418114679121,"sku":"NOR-24067172-5g","price":87.95,"currency_code":"EUR","in_stock":true},{"title":"10 g","offer_id":53418114711889,"sku":"NOR-24067172-10g","price":144.95,"currency_code":"EUR","in_stock":true},{"title":"25 g","offer_id":53418114744657,"sku":"NOR-24067172-25g","price":334.95,"currency_code":"EUR","in_stock":true},{"title":"50 g","offer_id":53418114777425,"sku":"NOR-24067172-50g","price":604.95,"currency_code":"EUR","in_stock":true},{"title":"100 g","offer_id":53418114810193,"sku":"NOR-24067172-100g","price":1119.0,"currency_code":"EUR","in_stock":true}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/0954\/6357\/1793\/files\/NorrChemica_4-Nitrophenylboronic_Acid.png?v=1782683270","url":"https:\/\/www.norrchemica.com\/products\/4-nitrophenylboronic-acid-powder-cas-24067-17-2-purity-98","provider":"NorrChemica","version":"1.0","type":"link"}