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Merck
CN

481084

rac-BINAP

97%

别名:

(±)-2,2′-双(二苯基膦)-1,1′-联萘, 2,2′-双(二苯基膦)-1,1′-联萘, (±)-BINAP, [1,1′-联萘]-2,2′-双二苯膦

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关于此项目

线性分子式:
[(C6H5)2PC10H6-]2
化学文摘社编号:
98327-87-8
分子量:
622.67
UNSPSC Code:
12352005
PubChem Substance ID:
24871738
NACRES:
NA.22
Beilstein/REAXYS Number:
5321443
MDL number:
MFCD00010805

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产品名称

rac-BINAP, 97%

SMILES string

P(c8ccccc8)(c7ccccc7)c1c(c6c(cc1)cccc6)c2c3c(ccc2P(c5ccccc5)c4ccccc4)cccc3

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

assay

97%

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Acylations
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-C Bond Formation
reagent type: ligand
reaction type: Decarboxylations
reagent type: ligand
reaction type: Stille Coupling

mp

283-286 °C (lit.)

functional group

phosphine

Quality Level

200

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相关类别

Application

钯催化芳基胺偶联反应的配体，用于制备去甲基硫代秋水仙碱。可与 Cu(II) 联合使用催化芳基磺酰胺加成反应生成苯乙烯和烯烃。亦可用于钯催化的三联吡啶胺化反应。

General description

外消旋型 BINAP。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SHBS4322
SHBS2685
0000287832
0000245206
0000245206

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Jason G Taylor et al.
Organic letters, 8(16), 3561-3564 (2006-07-28)
[reaction: see text] Regioselective additions of arylsulfonamides to vinylarenes, norbornene, and cyclohexadiene were achieved using a copper-diphosphine catayst under mild reaction conditions. These processes appear to be ligand-accelerated.
Tetrahedron Letters, 47, 5079-5079 (2006)
Organometallics, 23, 3398-3416 (2004)
Akira Sakakura et al.
Nature protocols, 2(7), 1746-1751 (2007-07-21)
A protocol for ester condensation between equimolar amounts of carboxylic acids and alcohols catalyzed by bulky diarylammonium pentafluorobenzenesulfonate is described. We also present procedures for the synthesis of N-(2,6-diisopropylphenyl)-N-mesitylammonium pentafluorobenzenesulfonate. The present ester condensation proceeds well under mild conditions even
Advanced Synthesis & Catalysis, 345, 15-32 (2003)
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