ChemicalBook > CAS DataBase List > (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

Reaction

Product Name: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
CAS No.: 76189-56-5
Chemical Name: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Synonyms: BINAP;RAC-BINAP;(S)-BINAP;(S)-(-)-BINAP;RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL;(+/-)-BINAP;RACEMIC-BINAP;97% (S)-BINAP;(S)-(-)-2,2'(S)-BINAP
CBNumber: CB5186989
Molecular Formula: C44H32P2
Formula Weight: 622.69
MOL File: 76189-56-5.mol

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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Property

Melting point:: 283-286 °C(lit.)
alpha: -240 º (c=0.3, toluene)
Boiling point:: 724.3±55.0 °C(Predicted)
refractive index: -235 ° (C=0.3, Toluene)
storage temp.: Inert atmosphere,Room Temperature
solubility: Benzene (Slightly), Chloroform (Slightly)
form: Crystals or Crystalline Powder
color: White to light yellow
optical activity: [α]20/D -222, c = 0.5 in benzene
Sensitive: Air Sensitive
Merck: 14,1223
BRN: 5321444
InChIKey: MUALRAIOVNYAIW-UHFFFAOYSA-N
SMILES: P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC2=CC=CC=C2C=1C1C2=CC=CC=C2C=CC=1P(C1C=CC=CC=1)C1C=CC=CC=1
CAS DataBase Reference: 76189-56-5(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-20/21/22
Safety Statements: 22-24/25-37/39-26-36
WGK Germany: 3
F: 8-10-23
TSCA: No
HS Code: 29319090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 295825
Product name: (S)-(?)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
Purity: 97%
Packaging: 1g
Price: $98.9
Updated: 2025/07/31

Sigma-Aldrich

Product number: 295825
Product name: (S)-(?)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
Purity: 97%
Packaging: 5g
Price: $326.2
Updated: 2025/07/31

TCI Chemical

Product number: B1405
Product name: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Purity: >98.0%(GC)
Packaging: 1g
Price: $88
Updated: 2025/07/31

TCI Chemical

Product number: B1405
Product name: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Purity: >98.0%(GC)
Packaging: 5g
Price: $284
Updated: 2025/07/31

Strem Chemicals

Product number: 15-0151
Product name: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% (S)-(-)-BINAP
Packaging: 250mg
Price: $30
Updated: 2024/03/01

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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Chemical Properties,Usage,Production

Reaction

(R)-BINAP or (R)-Tol-BINAP can be combined with dichloro(1,5-cyclooctadiene)ruthenium to form precursors to NOYORI CATALYST SYSTEMS. These systems exhibit very high catalytic activity and enantioselectivity in the hydrogenation of a wide range of substrates. NOYORI CATALYST SYSTEMS have been shown to effect highly enantioselective hydrogenation of functionalized ketones where the substituents are dialkylamino, hydroxy, siloxy, carbonyl, ester, amide or thioester.
Useful ligand in asymmetric Heck processes.
Ligand employed in palladium-catalyzed asymmetric arylation of ketones.
Ligand employed in rhodium-catalyzed 1,4-additions to enones.
Ligand employed in palladium-catalyzed hydroamination of styrene derivatives.
Ligand employed in silver-catalyzed asymmetric Sakuri-Hosomi allylation and Mukaiyama aldol reaction.
Ligand employed in rhodium-catalyzed kinetic resolution of enynes.
Ligand employed in asymmetric rhodium-catalyzed hydroboration of cyclopropenes.
Ligand employed in silver-catalyzed a-hydroxylation of stannyl enol ethers.
Ligand employed in palladium-catalyzed synthesis of chiral allenes.

Chemical Properties

white to light yellow crystal powde

Uses

Chiral ligand for metal mediated asymmetric catalysis.

Uses

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

Uses

2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl and its rhodium and ruthenium derivatives are highly selective homogeneous catalysts used for the reduction of aryl ketones, β-keto esters, and α-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls.
Ligand used in a palladium-catalyzed, asymmetric, tandem Heck reaction-carbanion capture process leading to a synthesis of a tricyclic sesquiterpene. Also used in a ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids.

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Preparation Products And Raw materials

Raw materials

Nickel(II) chloride hexahydrate Ethanol N,N-Dimethylformamide Trifluoromethanesulfonic anhydride (S)-(-)-1,1'-Bi-2-naphthol Tetrahydrofuran Trifluoroacetic anhydride Ethyl acetate 1,2-Dichloroethane Dichloromethane Methanol Triphenylphosphine Pyridine Triethylenediamine Lithium

Preparation Products

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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Suppliers

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View Lastest Price from (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 76189-56-5
Price: US $79.00-38.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-12-25

Hebei Chuanghai Biotechnology Co., Ltd

Product: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 76189-56-5
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-29

Henan Aochuang Chemical Co.,Ltd.

Product: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 76189-56-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-30

76189-56-5, (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthylRelated Search:

N-(Carboxymethyl)-N-(phosphonomethyl)-glycine Phenformin hydrochloride Phenformin 1,1'-Bis(diphenylphosphino)ferrocene 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride DICHLORO[(S)-(-)-,2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II),DICHLORO[(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM(II) HOMOPOLYMER (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENECHLORO(P-CYMENE)RUTHENIUM CHLORIDE 1.1'-Binaphthyl-2.2'-diphemyl phosphine (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl DICHLORO[(S)-(-)-,2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II),DICHLORO[(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM(II) HOMOPOLYMER [(S)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]PALLADIUM(II)CHLORIDE,[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]PALLADIUM(II) CHLORIDE Diphenylphosphine Phosphine 1,1'-BINAPHTHYL DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(1S,2S)-(-)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM (II) DICHLORO[(S)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(S)-1,1-BIS(P-METHOXYPHENYL)-2-ISOPROPYLETHANE-1,2-DIAMINE]RUTHENIUM(II) (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENECHLORO(P-CYMENE)RUTHENIUM CHLORIDE DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(1S,2S)-(-)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM (II)

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene puriss.

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-biphthyl

(S)-BINAP,99%e.e.

(S)-(-)-2,2'-Bis(diphenylphoshino)-1,1'-binaphthyl for synthesis

2-(diphenylphosphino)-1-(2-(diphenylphosphino)naphthalen-1-yl)naphthalene

(+/-)-BINAP

BINAP

(+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE

S(-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)

S(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE

(S)-(-)-2,2 BIS(DIPHENYLPHOSPHINO)1,1-BINAPHTHYL

(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL

(S)-(-)-BINAP

(S)-BINAP

RACEMIC-BINAP

(+/-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)

S-(-)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE

PHOSPHINE, 1,1''-[(1S)-[1,1''-BINAPHTHALENE]-2,2''-DIYL]BIS[1,1-DIPHENYL-

S(-)-1,1''- BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHALENE

(S)-(-)-BINAP, (S)-(-)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine)

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

S-(-1.1'-Binaphthyl-2.2'-DiphemylPhosphine

[aS,(-)]-[1,1'-Binaphthalene]-2,2'-diylbis(diphenylphosphine)

[aS,(-)]-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene

(S)-(-)2,2-bis(diphenylphosphino)-1,1-binaphtyl

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl ,98%

(S)-(-)-2,2'-Bis(diphtnylphosphino)-1,1'-binaphthyl

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

(S)-(-)-2,2'-Bis(dip

(S)-BINAP [(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl]

S-(+)2,-Bis(diphenylphosphino)-1,-binaphthyl

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 99% (S)-BINAP

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, (S)-BINAP

S(-)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'- BI NAPHTHALIN

(S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1&

(S)-(-)-2,2'-BIS(DIPHENYLPHOSPHOSINO)-1,1'-BINAPHTHYL

(S)-(-)-2,2`-Bis(Diphenylphosphino)-1,1`-Binaphthy

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 99+%

(S)-(-)-2,2'-Bis(diphenyphosphino)-1,1'-binaphthy

S-(+)-1.1'-Binaphthyl-2.2'-Dip

S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP)

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,97%(S)-BINAP

S-(-)-BINAP/S-()-1,1''-BINAPHTHYL-2.2''-DIPHEMYL PHOSPHINE

PHOSPHINE, [1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[DIPHENYL-, (S)

RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL

RAC-BINAP

RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL

RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL

R(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE

R(+)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)

R-(+)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE

(1S)-[1,1'-Binaphthalene]-2,2'-diylbis[diphenylphosphine]

1,1'-[(1S)-[1,1'-Binaphthalene]-2,2'-diyl]bis[1,1-diphenyl-phosphine

97% (S)-BINAP

S-(+)-1.1'-Binaphthyl-2.2'-dipheMyl phosphine S-BINAP

(S)-(-)-2,2'-Bis(diphenylphosp

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene 97%

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% (S)-(-)-BINAP