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化学和生化试剂
高端化学
催化剂
手性催化剂
(S)-(-)-2,2'-双(二苯膦基)-1,1'-联萘

(S)-(-)-2,2'-双(二苯膦基)-1,1'-联萘

规格或纯度: 98%

CAS编号: 76189-56-5
分子式: C₄₄H₃₂P₂
分子量: 622.67
Beilstein号: 5321443
MDL号: MFCD00010805
PubChem编号: 634876

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货号 (SKU)	包装规格	是否现货	价格	数量
B109538-250mg	250mg	现货
B109538-1g	1g	现货
B109538-5g	5g	现货
B109538-10g	10g	现货
B109538-25g	25g	现货
B109538-100g	100g	现货

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不对称合成磷化合物

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基本描述

规格或纯度	98%
英文名称	(S)-(-)-BINAP
别名	(S)-(-)-2,2'-Bis(双二苯基磷)-1,1'-双萘
英文别名	(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl；(S)-(-)-(1,1'-Binaphthalene-2,2'-diyl)bis(diphenylphosphine)
应用	2,2′-双(二苯基膦)-1,1′-联萘及其铑和钌衍生物可作为高选择性均相催化剂，用于芳基酮、β-酮酸酯和 α-氨基酮的还原反应。也可用于烯烃的不对称氢化和氢甲酰化反应、不对称 Heck 反应和烯丙基的不对称异构化反应。用于钯催化不对称串联 Heck 反应的配体，这种碳负离子捕获过程可合成三环倍半萜烯。也可用于钌催化的 α,β-不饱和酸的不对称氢化反应。
储存温度	充氩
运输条件	常规运输
产品介绍	This product and its derivatives, rhodium and ruthenium are highly selective homogeneous catalysts used for the reduction of aryl ketones, β-keto esters, and α-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls. Ligand used in a palladium-catalyzed, asymmetric, tandem Heck reaction-carbanion capture process leading to a synthesis of a tricyclic sesquiterpene. Also used in a ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids.2,2′-双(二苯基膦)-1,1′-联萘及其铑和钌衍生物可作为高选择性均相催化剂，用于芳基酮、β-酮酸酯和 α-氨基酮的还原反应。也可用于烯烃的不对称氢化和氢甲酰化反应、不对称 Heck 反应和烯丙基的不对称异构化反应。用于钯催化不对称串联 Heck 反应的配体，这种碳负离子捕获过程可合成三环倍半萜烯。也可用于钌催化的 α,β-不饱和酸的不对称氢化反应。 This product and its derivatives, rhodium and ruthenium are highly selective homogeneous catalysts used for the reduction of aryl ketones, β-keto esters, and α-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls. Ligand used in a palladium-catalyzed, asymmetric, tandem Heck reaction-carbanion capture process leading to a synthesis of a tricyclic sesquiterpene. Also used in a ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids. Reactant involved in : Enantioselective and diastereoselective unpoled carbonyl allylation;Syntehsis of organophophine oxides as anittumor agents;SN2 halogenation of hydroxy groups;Synthesis of BINAP complexes and Studies of conformational flexibility of BINAP chelates

名称和标识符

IUPAC Name	[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane
INCHI	InChI=1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H
InChi Key	MUALRAIOVNYAIW-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8
分子式	C₄₄H₃₂P₂
PubChem CID	634876
Beilstein号	5321443
分子量	622.67

化学和物理性质

敏感性	空气及湿度敏感
熔点	239-242°C
比旋光度	-235° (C=0.3,Toluene)

安全信息

象形图	Harmful
信号词	Warning
危险声明	H315: Causes skin irritation H319: Causes serious eye irritation H335: May cause respiratory irritation H413: May cause long lasting harmful effects to aquatic life
预防措施声明	P261,P305+P351+P338,P273,P280,P302+P352,P321,P405,P501,P264,P271,P304+P340,P403+P233,P362+P364,P264+P265,P337+P317,P332+P317,P319
WGK Germany	3
Reaxy-Rn	4914062
个人防护装备	Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

参考文献

1. Susana Aguilar,Chris J Scotton,Katrina McNulty,Emma Nye,Gordon Stamp,Geoff Laurent,Dominique Bonnet,Sam M Janes. (2009-12-04) Bone marrow stem cells expressing keratinocyte growth factor via an inducible lentivirus protects against bleomycin-induced pulmonary fibrosis.. PloS one, 4 ((11)): (e8013-e8013). [PMID:19956603]
2. Kim-Hung Lam,Chung-Hin Chui,Roberto Gambari,Raymond Siu-Ming Wong,Gregory Yin-Ming Cheng,Fung-Yi Lau,Paul Bo-San Lai,See-Wai Tong,Kit-Wah Chan,Wai-Yeung Wong,Albert Sun-Chi Chan,Johnny Cheuk-On Tang. (2010-09-14) The preparation of bi-functional organophosphine oxides as potential antitumor agents.. European journal of medicinal chemistry, 45 ((11)): (5527-5530). [PMID:20832917]
3. Leandro Z Agudelo,Duarte M S Ferreira,Shamim Dadvar,Igor Cervenka,Lars Ketscher,Manizheh Izadi,Liu Zhengye,Regula Furrer,Christoph Handschin,Tomas Venckunas,Marius Brazaitis,Sigitas Kamandulis,Johanna T Lanner,Jorge L Ruas. (2019-06-27) Skeletal muscle PGC-1α1 reroutes kynurenine metabolism to increase energy efficiency and fatigue-resistance.. Nature communications, 10 ((1)): (2767-2767). [PMID:31235694]
4. Laertis Ikonomou,Michael J Herriges,Sara L Lewandowski,Robert Marsland,Carlos Villacorta-Martin,Ignacio S Caballero,David B Frank,Reeti M Sanghrajka,Keri Dame,Maciej M Kańdu?a,Julia Hicks-Berthet,Matthew L Lawton,Constantina Christodoulou,Attila J Fabian,Eric Kolaczyk,Xaralabos Varelas,Edward E Morrisey,John M Shannon,Pankaj Mehta,Darrell N Kotton. (2020-02-02) The in vivo genetic program of murine primordial lung epithelial progenitors.. Nature communications, 11 ((1)): (635-635). [PMID:32005814]
5. David M Tellers,J Christopher McWilliams,Guy Humphrey,Michel Journet,Lisa DiMichele,Joseph Hinksmon,Arlene E McKeown,Thorsten Rosner,Yongkui Sun,Richard D Tillyer. (2006-12-21) On the mechanism of an asymmetric alpha,beta-unsaturated carboxylic acid hydrogenation: application to the synthesis of a PGD2 receptor antagonist.. Journal of the American Chemical Society, 128 ((51)): (17063-17073). [PMID:17177459]
6. Leslie Ann So Alfaro,Sarah A Dick,Ashley L Siegel,Adam S Anonuevo,Kelly M McNagny,Lynn A Megeney,D D W Cornelison,Fabio M V Rossi. (2011-10-15) CD34 promotes satellite cell motility and entry into proliferation to facilitate efficient skeletal muscle regeneration.. Stem cells (Dayton, Ohio), 29 ((12)): (2030-2041). [PMID:21997891]

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