Reaction
ChemicalBook > CAS DataBase List > (R)-(+)-TolBINAP

(R)-(+)-TolBINAP

Reaction
Product Name
(R)-(+)-TolBINAP
CAS No.
99646-28-3
Chemical Name
(R)-(+)-TolBINAP
Synonyms
(R)-TOL-BINAP;(R)-T-BINAP;98% (R)-TolBINAP;(R)-p-tolyl-BINAP;(R)-(+)-2,2'-Bis(di-p-toL;phosphino)-1,1'-binaphthyL;2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthalene;(R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)1,1-BINAPHTHYL;(R)-2,2’-Bis(di-p-tolylphosphino)-1,1’-binaphthalene;(R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
CBNumber
CB7334533
Molecular Formula
C48H40P2
Formula Weight
678.8
MOL File
99646-28-3.mol
More
Less

(R)-(+)-TolBINAP Property

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.)
InChIKey
IOPQYDKQISFMJI-UHFFFAOYSA-N
SMILES
P(C1C=CC(C)=CC=1)(C1C=CC(C)=CC=1)C1C=CC2=CC=CC=C2C=1C1C2=CC=CC=C2C=CC=1P(C1C=CC(C)=CC=1)C1C=CC(C)=CC=1
CAS DataBase Reference
99646-28-3(CAS DataBase Reference)
More
Less

Safety

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

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.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
668966
Product name
(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl
Purity
97%
Packaging
250mg
Price
$37.2
Updated
2023/06/20
Sigma-Aldrich
Product number
668966
Product name
(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl
Purity
97%
Packaging
1g
Price
$134
Updated
2023/06/20
TCI Chemical
Product number
T3152
Product name
(R)-(+)-TolBINAP
Purity
>98.0%(HPLC)
Packaging
1g
Price
$72
Updated
2024/03/01
TCI Chemical
Product number
T3152
Product name
(R)-(+)-TolBINAP
Purity
>98.0%(HPLC)
Packaging
5g
Price
$216
Updated
2024/03/01
Alfa Aesar
Product number
042119
Product name
(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 98%
Packaging
0.5g
Price
$70.65
Updated
2024/03/01
More
Less

(R)-(+)-TolBINAP 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 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)-(+)-TolBINAP Preparation Products And Raw materials

Raw materials

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

Preparation Products

More
Less

(R)-(+)-TolBINAP Suppliers

Belgium 1 China 122 Germany 3 India 3 Japan 4 Norway 1 Russia 1 Switzerland 1 United Kingdom 2 United States 14 Global 152
Xinxiang Runyu Material Co., Ltd.
Tel
166-166-37336996 15690792173
Fax
0373-7759608
Email
chenxi.song@runvmat.com
Country
China
ProdList
303
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44688
Advantage
61
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19179
Advantage
64
Daicel Chiral Technologies (China)CO.,LTD
Tel
021-50460086-9 15921403865
Fax
+86-21-50462321
Email
han_yajun@dctc.daicel.com
Country
China
ProdList
7195
Advantage
65
China Langchem Inc.
Tel
0086-21-58956006
Fax
0086-21-58956100
Country
China
ProdList
7811
Advantage
57
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9718
Advantage
55
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17770
Advantage
75
More
Less

View Lastest Price from (R)-(+)-TolBINAP manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
(R)-(+)-TolBINAP 99646-28-3
Price
US $79.00-38.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-12-25
XINXIANG RUNYU MATERIAL CO., LTD.
Product
(R)-(+)-TolBINAP 99646-28-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
200
Release date
2023-09-21
Zhuozhou Wenxi import and Export Co., Ltd
Product
(R)-Tol-BINAP 99646-28-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27

99646-28-3, (R)-(+)-TolBINAPRelated Search:

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL Bis(diphenylphosphino)methane DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II) (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II) (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENECHLORO(P-CYMENE)RUTHENIUM CHLORIDE R-(+)-1,2-BIS(DIPHENYLPHOSPHINO)PROPANE (R)-DM-BINAP (R)-(+)-2-[2-(DIPHENYLPHOSPHINO)PHENYL]-4-(1-METHYLETHYL)-4,5-DIHYDROOXAZOLE 1,1'-BINAPHTHYL rac-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl ,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 Chloro[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride Diacetato[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]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) Dimethylammoniumdichlorotri(mu-chloro)bis[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]diruthenate(II)

  • (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
  • (R)-Tol-BINAP, (R)-(+)-2,2μ-Bis(di-p-tolylphosphino)-1,1μ-binaphthyl
  • (R)-TolBINAP,99%e.e. 1,1'-(1R)-[1,1'-Binaphthalene]-2,2'-diylbis[bis(4-methylphenyl)phosphine]
  • (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, (R)-p-Tol-BINAP
  • (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 95+%
  • (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl,98%(R)-Tol-BINAP
  • 98% (R)-TolBINAP
  • (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl,98%
  • (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 99% (R)-p-Tol-BINAP
  • (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl 97%
  • 1,1'-(1R)-[1,1'-Binaphthalene]-2,2'-diylbis[bis(4- methylphenyl)phosphine]
  • (R)-(+)-2,2'-Bis-[bis-(p-tolylphosphino)]-1,1'-binaphthyl
  • (R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
  • Phosphine, (1R)-[1,1'-binaphthalene]-2,2'-diylbis[bis(4-methylphenyl)-
  • (r)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl, 95+%
  • (R)-2,2’-Bis(di-p-tolylphosphino)-1,1’-binaphthalene
  • (1R)-[1-[2-(bis-p-tolylphosphanyl)-1-naphthyl]-2-naphthyl]-bis(p-tolyl)phosphane
  • 1,1'-(1R)-[1,1'-Binaphthalene]-2,2'-diylbis[bis(4-methylphenyl)phosphine
  • 2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthalene
  • (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl (R-tol-Binap)
  • 99646-28-3
  • 10165-88-6
  • C48H4OP2
  • Privileged Ligands
  • Chiral Catalysts, Ligands, and Reagents
  • BINAPs
  • Asymmetric Synthesis
  • Chiral Phosphine
  • BINAP Series