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Details

Stereochemistry RACEMIC
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, RACEMIC

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=CC=CC=C56)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
Pd-catalyzed asymmetric hydrogenation of alpha-fluorinated iminoesters in fluorinated alcohol: a new and catalytic enantioselective synthesis of fluoro alpha-amino acid derivatives.
2001 Feb 8
Synthesis, characterization, and reactivity of arylpalladium cyanoalkyl complexes: selection of catalysts for the alpha-arylation of nitriles.
2002 Aug 14
Construction of monomeric and polymeric porphyrin compartments by a Pd(II)-pyridine interaction and their chiral twisting by a BINAP ligand.
2003 Feb 7
How to turn the catalytic asymmetric hydroboration reaction of vinylarenes into a recyclable process.
2003 Jan 3
Preparation of an amphiphilic resin-supported BINAP ligand and its use for rhodium-catalyzed asymmetric 1,4-addition of phenylboronic acid in water.
2004 Sep 16
Chiroptical activity of BINAP-stabilized undecagold clusters.
2006 Jun 22
Reevaluation of the mechanism of the amination of aryl halides catalyzed by BINAP-ligated palladium complexes.
2006 Mar 22
An unexpected possible role of base in asymmetric catalytic hydrogenations of ketones. Synthesis and characterization of several key catalytic intermediates.
2006 Oct 25
The hydrogenation/transfer hydrogenation network in asymmetric reduction of ketones catalyzed by [RuCl2(binap)(pica)] complexes.
2008 Oct 6
Synthesis and characterization of FePd magnetic nanoparticles modified with chiral BINAP ligand as a recoverable catalyst vehicle for the asymmetric coupling reaction.
2009 Oct 21
Origin of intense chiroptical effects in undecagold subnanometer particles.
2010 Feb 3
Synthesis, characterization, and catalytic properties of new electrophilic iridium(III) complexes containing the (R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl ligand.
2010 May 3
The preparation of bi-functional organophosphine oxides as potential antitumor agents.
2010 Nov
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:57:11 UTC 2023
Edited
by admin
on Sat Dec 16 08:57:11 UTC 2023
Record UNII
970O8508MB
Record Status Validated (UNII)
Record Version
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Name Type Language
BINAP, (±)-
Common Name English
BINAP [MI]
Common Name English
RAC-BINAP
Common Name English
(±)-BINAP
Common Name English
PHOSPHINE, 1,1'-(1,1'-BINAPHTHALENE)-2,2'-DIYLBIS(1,1-DIPHENYL-
Systematic Name English
(1,1'-BINAPHTHALENE)-2,2'-DIYLBIS(DIPHENYLPHOSPHINE)
Systematic Name English
RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
Common Name English
2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
Systematic Name English
Code System Code Type Description
CAS
98327-87-8
Created by admin on Sat Dec 16 08:57:11 UTC 2023 , Edited by admin on Sat Dec 16 08:57:11 UTC 2023
PRIMARY
MERCK INDEX
m2497
Created by admin on Sat Dec 16 08:57:11 UTC 2023 , Edited by admin on Sat Dec 16 08:57:11 UTC 2023
PRIMARY Merck Index
PUBCHEM
634876
Created by admin on Sat Dec 16 08:57:11 UTC 2023 , Edited by admin on Sat Dec 16 08:57:11 UTC 2023
PRIMARY
FDA UNII
970O8508MB
Created by admin on Sat Dec 16 08:57:11 UTC 2023 , Edited by admin on Sat Dec 16 08:57:11 UTC 2023
PRIMARY
EPA CompTox
DTXSID40913327
Created by admin on Sat Dec 16 08:57:11 UTC 2023 , Edited by admin on Sat Dec 16 08:57:11 UTC 2023
PRIMARY