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(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
Molecular Weight:
678.78
MDL Number:
MFCD00269856
MOL File:
100165-88-6.mol
MSDS File:
SDS
Last updated:2023-08-17 18:11:45

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

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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Risk Statements  36/37/38
Safety Statements  26-36/37/39
WGK Germany  3
TSCA  No
HS Code  29333990
NFPA 704
1
2 0

(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 668974 (S)-(?)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl 97% 100165-88-6 250mg $41.3 2023-06-20 Buy
Sigma-Aldrich 668974 (S)-(?)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl 97% 100165-88-6 1g $113 2023-06-20 Buy
TCI Chemical T3153 (S)-(-)-TolBINAP >98.0%(HPLC) 100165-88-6 1g $82 2024-03-01 Buy
TCI Chemical T3153 (S)-(-)-TolBINAP >98.0%(HPLC) 100165-88-6 5g $302 2024-03-01 Buy
Alfa Aesar 042120 (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 98% 100165-88-6 0.5g $69.65 2024-03-01 Buy
Product number Packaging Price Buy
668974 250mg $41.3 Buy
668974 1g $113 Buy
T3153 1g $82 Buy
T3153 5g $302 Buy
042120 0.5g $69.65 Buy

(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Chemical Properties,Uses,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.
Reactions of 100165-88-6_1
Reactions of 100165-88-6_2
Reactions of 100165-88-6_3
Reactions of 100165-88-6_4

Chemical Properties

White powder

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.

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

Global( 155)Suppliers
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View Lastest Price from (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL pictures 2023-08-18 (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
100165-88-6
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL pictures 2023-07-27 (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
100165-88-6
US $0.00-0.00 / KG 1KG 0.99 500kg XINXIANG RUNYU MATERIAL CO., LTD.
(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL pictures 2022-11-17 (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
100165-88-6
US $0.00-0.00 / KG 1KG 99% 20 mt Hebei Guanlang Biotechnology Co., Ltd.

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

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(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)-(− )-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