Skip to Content
MilliporeSigma
All Photos(1)

Documents

693057

Sigma-Aldrich

(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

Sign Into View Organizational & Contract Pricing


About This Item

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

form

crystals

Quality Level

optical activity

[α]20/D -222, c = 0.5 in benzene

mp

238-240 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 4

1 of 4

(R)-DM-SEGPHOS®

Sigma-Aldrich

692476

(R)-DM-SEGPHOS®

(S)-H8-BINAP technical grade

Sigma-Aldrich

693014

(S)-H8-BINAP

(S)-DTBM-SEGPHOS® ≥94%

Sigma-Aldrich

692980

(S)-DTBM-SEGPHOS®

(R)-Ru(OAc)2(BINAP)

Sigma-Aldrich

692220

(R)-Ru(OAc)2(BINAP)

Kim-Hung Lam et al.
European journal of medicinal chemistry, 45(11), 5527-5530 (2010-09-14)
Following our previously reported pyridinyl phosphine oxides as antitumor agents, we targeted the commercially available C(2)-axial chiral organophosphine ligand catalysts, such as 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) 1 and 2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine (P-Phos) 2 as a convenient source for producing organophosphine oxides as antitumor leads.

Articles

We present an article concerning BINAP/SEGPHOS® Ligands and Complexes.

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service