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Details

Stereochemistry ABSOLUTE
Molecular Formula C44H32P2
Molecular Weight 622.6724
Optical Activity NONE
Additional Stereochemistry Yes
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0
Stereo Comments AXIAL, R

SHOW SMILES / InChI
Structure of BINAP, (+)-

SMILES

C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=C5C=CC=C6)P(C7=CC=CC=C7)C8=CC=CC=C8

InChI

InChIKey=MUALRAIOVNYAIW-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C44H32P2
Molecular Weight 622.6724
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
The preparation of bi-functional organophosphine oxides as potential antitumor agents.
2010-11
Synthesis, characterization, and catalytic properties of new electrophilic iridium(III) complexes containing the (R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl ligand.
2010-05-03
Origin of intense chiroptical effects in undecagold subnanometer particles.
2010-02-03
Synthesis and characterization of FePd magnetic nanoparticles modified with chiral BINAP ligand as a recoverable catalyst vehicle for the asymmetric coupling reaction.
2009-10-21
The hydrogenation/transfer hydrogenation network in asymmetric reduction of ketones catalyzed by [RuCl2(binap)(pica)] complexes.
2008-10-06
An unexpected possible role of base in asymmetric catalytic hydrogenations of ketones. Synthesis and characterization of several key catalytic intermediates.
2006-10-25
Chiroptical activity of BINAP-stabilized undecagold clusters.
2006-06-22
Reevaluation of the mechanism of the amination of aryl halides catalyzed by BINAP-ligated palladium complexes.
2006-03-22
Preparation of an amphiphilic resin-supported BINAP ligand and its use for rhodium-catalyzed asymmetric 1,4-addition of phenylboronic acid in water.
2004-09-16
Construction of monomeric and polymeric porphyrin compartments by a Pd(II)-pyridine interaction and their chiral twisting by a BINAP ligand.
2003-02-07
How to turn the catalytic asymmetric hydroboration reaction of vinylarenes into a recyclable process.
2003-01-03
Synthesis, characterization, and reactivity of arylpalladium cyanoalkyl complexes: selection of catalysts for the alpha-arylation of nitriles.
2002-08-14
Pd-catalyzed asymmetric hydrogenation of alpha-fluorinated iminoesters in fluorinated alcohol: a new and catalytic enantioselective synthesis of fluoro alpha-amino acid derivatives.
2001-02-08
Patents
Substance Class Chemical
Created
by admin
on Wed Apr 02 13:17:28 GMT 2025
Edited
by admin
on Wed Apr 02 13:17:28 GMT 2025
Record UNII
4F1X2F8NA3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(+)-BINAP
Preferred Name English
BINAP, (+)-
Common Name English
PHOSPHINE, 1,1'-((1R)-(1,1'-BINAPHTHALENE)-2,2'-DIYL)BIS(1,1-DIPHENYL-
Common Name English
(R)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE
Common Name English
(R)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
Common Name English
(R)-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
Common Name English
(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
Common Name English
(R)-(+)-BINAP
Common Name English
BINAP (R)-(+)-FORM [MI]
Common Name English
Code System Code Type Description
FDA UNII
4F1X2F8NA3
Created by admin on Wed Apr 02 13:17:28 GMT 2025 , Edited by admin on Wed Apr 02 13:17:28 GMT 2025
PRIMARY
PUBCHEM
634876
Created by admin on Wed Apr 02 13:17:28 GMT 2025 , Edited by admin on Wed Apr 02 13:17:28 GMT 2025
PRIMARY
WIKIPEDIA
BINAP
Created by admin on Wed Apr 02 13:17:28 GMT 2025 , Edited by admin on Wed Apr 02 13:17:28 GMT 2025
PRIMARY
CAS
76189-55-4
Created by admin on Wed Apr 02 13:17:28 GMT 2025 , Edited by admin on Wed Apr 02 13:17:28 GMT 2025
PRIMARY
MERCK INDEX
m2497
Created by admin on Wed Apr 02 13:17:28 GMT 2025 , Edited by admin on Wed Apr 02 13:17:28 GMT 2025
PRIMARY Merck Index