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14798

Sigma-Aldrich

(S)-(−)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene

puriss.

Synonym(s):

(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
Beilstein:
5321443
MDL number:
MFCD00010805
UNSPSC Code:
12352005
PubChem Substance ID:
329750625
Pricing and availability is not currently available.

grade

puriss.

form

solid

optical activity

[α]20/D −239±5°, c = 0.3% in toluene

optical purity

enantiomeric ratio: ≥99.5:0.5 (HPLC)

mp

238-240 °C (lit.)
238-242 °C (dec.)

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

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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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

replaced by

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Surojit Bera et al.
Engineering in life sciences, 17(7), 739-748 (2017-03-06)
Various natural polymers with hydrophilic properties have been used to form hydrogels for the encapsulation and delivery of nutrients and drugs in food and pharmaceutical industries. Among them, chitosan (ChiHG)- and alginate (AlgHG)- based hydrogels have been extensively explored for
Oby Dulla et al.
BMC research notes, 11(1), 184-184 (2018-03-21)
Esomeprazole is the S-isomer of omeprazole, used to treat gastro esophageal reflux disease. It is one of the widely manufactured and marketed drugs by many pharmaceutical companies in Bangladesh. The aim of the study is to compare the different physical
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.

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