Basic information Reaction Safety Supplier Related
ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Phosphine ligand >  (R)-(+)-TolBINAP

(R)-(+)-TolBINAP

Basic information Reaction Safety Supplier Related

(R)-(+)-TolBINAP Basic information

Product Name:
(R)-(+)-TolBINAP
Synonyms:
  • (R)-TOL-BINAP
  • (R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)1,1-BINAPHTHYL
  • (R)-p-tolyl-BINAP
  • (R)-(+)-2,2'-Bis(di-p-toL
  • phosphino)-1,1'-binaphthyL
  • (R)-(+)-2,2''-BIS(DI-P-TOLYLPHOSPHINO)-1,1''-BINAPHTHYL (R)-TOL-BINAP
  • PHOSPHINE, 1,1''-(1R)-[1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[BIS(4-METHYLPHENYL)-
  • (R)-T-BINAP
CAS:
99646-28-3
MF:
C48H40P2
MW:
678.8
EINECS:
1312995-182-4
Product Categories:
  • Chiral Phosphine
  • BINAP Series
Mol File:
99646-28-3.mol
More
Less

(R)-(+)-TolBINAP Chemical Properties

Melting point:
255-257 °C
alpha 
+156° (c 0.5, C6H6)
Boiling point:
754.4±60.0 °C(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
Powder
color 
White to cream
optical activity
[α]20/D +162°, c = 0.5 in benzene
Water Solubility 
Insoluble in water.
λmax
223nm(EtOH)(lit.)
CAS DataBase Reference
99646-28-3(CAS DataBase Reference)
More
Less

Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26
WGK Germany 
3
TSCA 
No
HS Code 
29310099

MSDS

  • Language:English Provider:ACROS
  • Language:English Provider:ALFA
More
Less

(R)-(+)-TolBINAP Usage And Synthesis

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 copper-catalyzed asymmetric conjugate addition of alkyl Grignard reagents on α,β-unsaturated esters.
  10. Ligand used in the copper-catalyzed asymmetric synthesis of cyclopropanes via tandem conjugate addition and intramolecular enolate trapping. 


Chemical Properties

White to cream powder

Uses

(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl is used as chiral catalyst ligand. (R)-T-BINAP complexes derived from rhodium precursors are used for the asymmetric hydroformylation of vinyl acetate. It is a catalysts used for reductive amination of ketones, Pt dications for cation trapping, Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives.

Uses

(R)-T-BINAP complexes derived from rhodium precursors are used for the asymmetric hydroformylation of vinyl acetate. It may be employed as chiral catalyst for allylation of N-tosyl α-imino esters.

General Description

BINAP is based on a bis naphthalene backbone with different phosphine derivatives. 2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl (p-Tol-BINAP)·AgF complex catalyzed asymmetric Mukaiyama-type aldol reaction is reported.

(R)-(+)-TolBINAPSupplier

Xinxiang Runyu Material Co., Ltd. Gold
Tel
166-166-37336996 15690792173
Email
chenxi.song@runvmat.com
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
Alfa Aesar
Tel
400-6106006
Email
saleschina@alfa-asia.com
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Email
Sales-CN@TCIchemicals.com
Energy Chemical
Tel
021-021-58432009 400-005-6266
Email
sales8178@energy-chemical.com