{"product_id":"1-3-bis-diphenylphosphino-propane-cas-6737-42-4","title":"dppp (1,3-Bis(diphenylphosphino)propane) | CAS 6737-42-4 | ≥97%","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;\"\u003e6737-42-4\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;\"\u003e229-791-2\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;\"\u003eMDL Number\u003c\/td\u003e\n\u003ctd style=\"padding: 9px 16px; color: #333; border-bottom: 1px solid #e4e8f0;\"\u003eMFCD00003050\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;\"\u003eC1=CC=C(C=C1)P(CCCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4\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\/C27H26P2\/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27\/h1-12,14-21H,13,22-23H2\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;\"\u003eLVEYOSJUKRVCCF-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;\"\u003e81219\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;\"\u003eC₂₇H₂₆P₂\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;\"\u003e412.44 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;\"\u003e63-65 °C\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;\"\u003eInsoluble in water, soluble in common organic solvents\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≥97%\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 to off-white 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;\"\u003e2931.49\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 under inert gas (N₂ or Ar) in a cool, dry place in a tightly sealed container\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\u003edppp\u003c\/strong\u003e (1,3-bis(diphenylphosphino)propane; trimethylenebis(diphenylphosphine); propane-1,3-diylbis(diphenylphosphane)) is a bidentate diphosphine ligand whose three-carbon propane backbone binds a metal through both phosphorus donors in a six-membered chelate ring, giving an intermediate natural bite angle of about 91° — the chelation angle preferred by the ligand backbone itself. This places dppp between the tighter five-membered chelate of dppe and the wider chelate of dppb. Because the bite angle set by the backbone influences the geometry at the metal, and that geometry in turn affects how readily key catalytic steps proceed, dppp occupies a distinct and well-studied position in the dppe–dppp–dppb series used throughout homogeneous catalysis and coordination chemistry.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eBidentate ligand for Ni- and Pd-catalysed cross-coupling\u003c\/strong\u003e\u003c\/p\u003e\n\u003cp\u003eThe nickel complex NiCl2(dppp) is a benchmark precatalyst for Kumada–Tamao–Corriu coupling of aryl and vinyl halides with Grignard reagents, and is also applied in Suzuki–Miyaura, Negishi and Miyaura borylation reactions. As a free ligand, dppp supports palladium-mediated Suzuki–Miyaura and Sonogashira chemistry. The bite angle of the diphosphine is a practical handle on coupling efficiency: in palladium catalysis, wider P–M–P angles can favour geometries that facilitate reductive elimination, one of the product-forming steps in cross-coupling. dppp's intermediate angle makes it a standard reference point when screening how diphosphine geometry affects a given coupling.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eCatalyst-transfer polymerisation for conjugated polymers\u003c\/strong\u003e\u003c\/p\u003e\n\u003cp\u003eNi(dppp)Cl2 is a benchmark initiator for Kumada catalyst-transfer polycondensation, a chain-growth route to regioregular conjugated polymers such as poly(3-hexylthiophene). In KCTP, chain control depends on the nickel centre remaining associated with the growing polymer after reductive elimination and transferring intramolecularly to the next carbon–halide terminus rather than dissociating into solution; termination can occur through catalyst dissociation or disproportionation. Comparative mechanistic studies of Ni(dppe)Cl2 and Ni(dppp)Cl2 show that changing the diphosphine bite angle changes the turnover-limiting step, with dppp-associated systems limited by transmetalation and dppe-associated systems limited by reductive elimination. This makes Ni(dppp)Cl2 a well-established precatalyst and mechanistic benchmark in conjugated-polymer synthesis.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003ePalladium-catalysed carbonylation\u003c\/strong\u003e\u003c\/p\u003e\n\u003cp\u003edppp is a well-established ligand for palladium-catalysed carbonylation, where carbon monoxide is incorporated into organic products or alternating copolymers. In selected Pd carbonylation systems, changing from an ethylene-bridged to a propylene-bridged diphosphine can change the product pathway, showing how backbone length and bite angle influence carbonylative reactivity. A major example is carbon monoxide–ethylene copolymerisation to alternating polyketones, where a cis-chelating Pd\/dppp environment supports repeated CO\/alkene insertion. The same ligand supports carbonylative synthesis of chromenone and coumarin scaffolds from salicylic aldehydes and benzyl chlorides, and dearomative carbonylation of indole substrates.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eCoordination chemistry and model complexes\u003c\/strong\u003e\u003c\/p\u003e\n\u003cp\u003edppp forms well-defined chelate complexes with nickel, palladium and platinum, including square-planar M(dppp)X2 species and related bis(diphosphine) complexes. Spanning a single metal through a six-membered ring, dppp favours cis coordination of its two donors, and because its bite angle sits between dppe and dppb, these complexes are standard reference points for relating diphosphine geometry to metal-complex structure.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eHandling note\u003c\/strong\u003e\u003c\/p\u003e\n\u003cp\u003eAs a tertiary arylphosphine, dppp is mildly air-sensitive and oxidises slowly to the phosphine oxide; minimise air exposure and handle under inert atmosphere where ligand purity is critical.\u003c\/p\u003e\n\u003cp\u003e\u003cstrong\u003eFurther reading:\u003c\/strong\u003e Practical guidance on choosing a phosphine ligand for palladium- and nickel-catalysed cross-coupling in NorrChemica's Lab Journal: \u003ca href=\"https:\/\/www.norrchemica.com\/blogs\/lab-journal\/choosing-a-phosphine-ligand-for-cross-coupling-a-practical-guide\"\u003ePhosphine Ligands for Cross-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":"500 mg","offer_id":53826963603793,"sku":"NOR-6737424-500mg","price":21.2,"currency_code":"EUR","in_stock":true},{"title":"1.0 g","offer_id":53826963636561,"sku":"NOR-6737424-1g","price":29.9,"currency_code":"EUR","in_stock":true},{"title":"5.0 g","offer_id":53826963669329,"sku":"NOR-6737424-5g","price":39.2,"currency_code":"EUR","in_stock":true},{"title":"10 g","offer_id":53826963702097,"sku":"NOR-6737424-10g","price":54.9,"currency_code":"EUR","in_stock":true},{"title":"25 g","offer_id":53826963734865,"sku":"NOR-6737424-25g","price":69.2,"currency_code":"EUR","in_stock":true},{"title":"50 g","offer_id":53826963767633,"sku":"NOR-6737424-50g","price":98.2,"currency_code":"EUR","in_stock":true},{"title":"100 g","offer_id":53826963800401,"sku":"NOR-6737424-100g","price":139.2,"currency_code":"EUR","in_stock":true},{"title":"250 g","offer_id":53826963833169,"sku":"NOR-6737424-250g","price":209.2,"currency_code":"EUR","in_stock":true}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/0954\/6357\/1793\/files\/dppp_NORRCHEMICAMULTILISTING.png?v=1781398094","url":"https:\/\/www.norrchemica.com\/products\/1-3-bis-diphenylphosphino-propane-cas-6737-42-4","provider":"NorrChemica","version":"1.0","type":"link"}