(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL

ChemicalBook > CAS DataBase List > (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL

(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL

Reaction

Product Name: (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
CAS No.: 100165-88-6
Chemical Name: (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
Synonyms: (S)-T-BINAP;(S)-(−(R)-TOL-BINAP;(S)-TOL-BINAP;(S)-4-Me-BINAP;98% (S)-TolBINAP;(S)-(-)-2,2'-Bis(di-p-toL;BisdiptolylphosphinobinaphthylSTolBI;(S)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-&;5-Bromo-37-fluorobenzylamine&hydrochloride
CBNumber: CB0334534
Molecular Formula: C48H40P2
Formula Weight: 678.78
MOL File: 100165-88-6.mol

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(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Property

Melting point:: 252-256 °C
alpha: -160° (c 0.5, C6H6)
Boiling point:: 754.4±60.0 °C(Predicted)
storage temp.: Inert atmosphere,Room Temperature
form: Powder
color: White
optical activity: [α]20/D -156°, c = 0.5 in benzene
Water Solubility: Insoluble in water.
InChIKey: IOPQYDKQISFMJI-UHFFFAOYSA-N
CAS DataBase Reference: 100165-88-6(CAS DataBase Reference)

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Safety

Risk Statements: 36/37/38
Safety Statements: 26-36/37/39
WGK Germany: 3
TSCA: No
HS Code: 29333990

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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: 668974
Product name: (S)-(?)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl
Purity: 97%
Packaging: 250mg
Price: $41.3
Updated: 2023/06/20

Sigma-Aldrich

Product number: 668974
Product name: (S)-(?)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl
Purity: 97%
Packaging: 1g
Price: $113
Updated: 2023/06/20

TCI Chemical

Product number: T3153
Product name: (S)-(-)-TolBINAP
Purity: >98.0%(HPLC)
Packaging: 1g
Price: $82
Updated: 2024/03/01

TCI Chemical

Product number: T3153
Product name: (S)-(-)-TolBINAP
Purity: >98.0%(HPLC)
Packaging: 5g
Price: $302
Updated: 2024/03/01

Alfa Aesar

Product number: 042120
Product name: (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 98%
Packaging: 0.5g
Price: $69.65
Updated: 2024/03/01

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(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Chemical Properties,Usage,Production

Reaction

Useful ligand for palladium-catalyzed carbon-oxygen bond formation.
Ligand for palladium-catalyzed α-arylation of ketones.
Ligand for Cu-catalyzed asymmetric conjugate reduction.
Ligand for Cu-catalyzed asymmetric dienolate addition to aldehydes.
Enantioselective conjugate reduction of lactones and lactams.
Ligand used in the enantioselective cycloaddition of allenylsilanes with α-Imino esters.
Catalytic Aldol reaction to ketones.
Ligand with rhodium catalyses [2+2+2] cycloaddition reaction of alkenes and alkynes.
Ligand used in the iridium-catalyzed enantioselective C-H bond activation of 2-(alkylamino)-pyridine with alkenes.
Iridium-catalyzed regio-, diastereo-, and enantioselective tert-(hydroxyl)-prenylation of alcohols.
Rhodium-catalyzed cross cyclotrimerization.

Chemical Properties

White powder

Uses

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl is chiral ligand widely used in asymmetric synthesis. It also used as excellent catalysts for asymmetric hydrogenation of alkenes and some cyclic anhydrides. BINAP is used in organic synthesis for enantioselective transformations catalyzed by its complexes of ruthenium, rhodium, and palladium

Uses

(S)-T-BINAP reacts with silver nitrate to form (S)-Tol-BINAP·AgNO₃, which can catalyze the enantioselective allylation reaction of aldehydes to form enantiopure secondary alcohols. It may be used as a chiral ligand in the palladium catalyzed asymmetric double carbohydroamination of iodoarenes to form α-aminoamides. It can also catalyze the asymmetric N-allylation reaction of ortho-tert-butylanilide derivatives with diallyl carbonate to form chiral N-allyl ortho-tert-butylanilides.

(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Preparation Products And Raw materials

Raw materials

Nickel(II) chloride hexahydrate Ethanol N,N-Dimethylformamide (R)-(+)-1,1'-Bi-2-naphthol Toluene Trichlorosilane Sodium Trifluoromethanesulfonic anhydride Triethylamine (S)-(-)-1,1'-Bi-2-naphthol 4-Bromotoluene Tetrahydrofuran Ethyl acetate 1,2-Dichloroethane Diethyl phosphite Triphenylphosphine Pyridine Triethylenediamine Magnesium

Preparation Products

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View Lastest Price from (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL manufacturers

Hebei Mojin Biotechnology Co., Ltd

Product: (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL 100165-88-6
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-08-17

XINXIANG RUNYU MATERIAL CO., LTD.

Product: (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL 100165-88-6
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 0.99
Supply Ability: 500kg
Release date: 2021-11-29

Hebei Guanlang Biotechnology Co., Ltd.

Product: (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL 100165-88-6
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 mt
Release date: 2022-11-16

100165-88-6, (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYLRelated Search:

(R)-(+)-TolBINAP Bis(diphenylphosphino)methane 2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL,rac-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 1,1'-BINAPHTHYL Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(1S,2S)-(-)-1,2-diphenylethylenediamine]ruthenium(II) Dimethylammoniumdichlorotri(mu-chloro)bis[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]diruthenate(II) Diacetato[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]ruthenium(II) Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(1R,2R)-(+)-1,2-diphenylethylenediamine]ruthenium(II) Diacetato{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}ruthenium(II) Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II)chloride Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) Chloro[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride Dimethylammoniumdichlorotri(mu-chloro)bis[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]diruthenate(II)

(S)-TOL-BINAP

(R)-TOL-BINAP

(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL

(R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)1,1-BINAPHTHYL

(S)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-&

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 98+%

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl,98%(S)-Tol-BINAP

(S)-(-)-2,2''-BIS(DI-P-TOLYLPHOSPHINO)-1,1''-BINAPHTHYL (S)-TOL-BINAP

(S)-(-)-2,2''-Bis-[bis-(p-tolylphosphino)]-1,1''-binaphthyl

PHOSPHINE, 1,1''-(1S)-[1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[1,1-BIS(4-METHYLPHENYL)-

(S)-T-BINAP

(S)-Tol-BINAP, (S)-(-)-2,2μ-p-tolyl-phosphino)-1,1μ-binaphthyl

BisdiptolylphosphinobinaphthylSTolBI

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, (S)-p-Tol-BINAP

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 99% (S)-p-Tol-BINAP

(S)-2,2'-Bis[bis(4-methylphenyl)phosphino]-1,1'-binaphthyl

(S)-4-Me-BINAP

1,1'-(1S)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-bis(4-methylphenyl)phosphine

98% (S)-TolBINAP

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl 97%

(R)-2,2,-bis(di-p-tolylphosphino)-1,1,-binaphthalene

1,1'-(1S)-[1,1'-Binaphthalene]-2,2'-diylbis[bis(4- methylphenyl)phosphine]

(S)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthalene

(S)-(-)-2,2'-Bis(di-p-toL

Phosphine, (1S)-[1,1'-binaphthalene]-2,2'-diylbis[bis(4-methylphenyl)-

High purity CAS 100165-88-6 (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL in stock

5-Bromo-37-fluorobenzylamine&hydrochloride

(S)-(&#8722

)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl

100165-88-6

BINAPs

Asymmetric Synthesis

Privileged Ligands

Chiral Catalysts, Ligands, and Reagents

BINAP Series

Chiral Phosphine