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693057

(S)-BINAP

Synonym(s):

(S)-(−)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene, (S)-(−)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl, (S)-(−)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (S)-(−)-BINAP

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About This Item

Linear Formula:
[(C6H5)2PC10H6-]2
CAS Number:
76189-56-5
Molecular Weight:
622.67
UNSPSC Code:
12352005
PubChem Substance ID:
329761558
NACRES:
NA.22
Beilstein/REAXYS Number:
5321443
MDL number:
MFCD00010805
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form

crystals

Quality Segment

100

optical activity

[α]20/D -222, c = 0.5 in benzene

reaction suitability

reaction type: Asymmetric synthesis, reagent type: ligand
reaction type: Noyori Asymmetric Hydrogenation

mp

238-240 °C (lit.)

functional group

phosphine

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

Application

Takasago Ligands and Complexes for Asymmetric Reactions
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
  • Studies of conformational flexibility of BINAP chelates

Legal Information

Sold in collaboration with Takasago for research purposes only.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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