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

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

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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

  1. Useful ligand for palladium-catalyzed carbon-oxygen bond formation.
  2. Ligand for palladium-catalyzed α-arylation of ketones.
  3. Ligand for Cu-catalyzed asymmetric conjugate reduction.
  4. Ligand for Cu-catalyzed asymmetric dienolate addition to aldehydes.
  5. Enantioselective conjugate reduction of lactones and lactams.
  6. Ligand used in the enantioselective cycloaddition of allenylsilanes with α-Imino esters.
  7. Catalytic Aldol reaction to ketones.
  8. Ligand with rhodium catalyses [2+2+2] cycloaddition reaction of alkenes and alkynes.
  9. Ligand used in the iridium-catalyzed enantioselective C-H bond activation of 2-(alkylamino)-pyridine with alkenes.
  10. Iridium-catalyzed regio-, diastereo-, and enantioselective tert-(hydroxyl)-prenylation of alcohols.
  11. 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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(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Suppliers

Belgium 1 China 125 Germany 4 India 5 Japan 3 Norway 1 Russia 1 Switzerland 1 United Kingdom 2 United States 13 Global 156
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28398
Advantage
80
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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