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ChemicalBook > CAS DataBase List > (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

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Product Name
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
CAS No.
76189-56-5
Chemical Name
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Synonyms
BINAP;RAC-BINAP;(S)-BINAP;(S)-(-)-BINAP;RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL;(+/-)-BINAP;RACEMIC-BINAP;97% (S)-BINAP;(S)-BINAP,99%e.e.;(S)-(-)-2,2'-Bis(dip
CBNumber
CB5186989
Molecular Formula
C44H32P2
Formula Weight
622.69
MOL File
76189-56-5.mol
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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Property

Melting point:
283-286 °C(lit.)
alpha 
-240 º (c=0.3, toluene)
Boiling point:
724.3±55.0 °C(Predicted)
refractive index 
-235 ° (C=0.3, Toluene)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Benzene (Slightly), Chloroform (Slightly)
form 
Crystals or Crystalline Powder
color 
White to light yellow
optical activity
[α]20/D -222, c = 0.5 in benzene
Sensitive 
Air Sensitive
Merck 
14,1223
BRN 
5321444
CAS DataBase Reference
76189-56-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
22-24/25-37/39-26-36
WGK Germany 
3
8-10-23
TSCA 
No
HS Code 
29319090
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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
295825
Product name
(S)-(?)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
Purity
97%
Packaging
1g
Price
$57.54
Updated
2024/03/01
Sigma-Aldrich
Product number
295825
Product name
(S)-(?)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
Purity
97%
Packaging
5g
Price
$180.8
Updated
2024/03/01
TCI Chemical
Product number
B1405
Product name
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Purity
>98.0%(GC)
Packaging
1g
Price
$88
Updated
2024/03/01
TCI Chemical
Product number
B1405
Product name
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Purity
>98.0%(GC)
Packaging
5g
Price
$284
Updated
2024/03/01
Alfa Aesar
Product number
B23872
Product name
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 97%
Packaging
1g
Price
$110.65
Updated
2024/03/01
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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Chemical Properties,Usage,Production

Reaction

  1. (R)-BINAP or (R)-Tol-BINAP can be combined with dichloro(1,5-cyclooctadiene)ruthenium to form precursors to NOYORI CATALYST SYSTEMS. These systems exhibit very high catalytic activity and enantioselectivity in the hydrogenation of a wide range of substrates. NOYORI CATALYST SYSTEMS have been shown to effect highly enantioselective hydrogenation of functionalized ketones where the substituents are dialkylamino, hydroxy, siloxy, carbonyl, ester, amide or thioester.
  2. Useful ligand in asymmetric Heck processes.
  3. Ligand employed in palladium-catalyzed asymmetric arylation of ketones.
  4. Ligand employed in rhodium-catalyzed 1,4-additions to enones.
  5. Ligand employed in palladium-catalyzed hydroamination of styrene derivatives.
  6. Ligand employed in silver-catalyzed asymmetric Sakuri-Hosomi allylation and Mukaiyama aldol reaction.
  7. Ligand employed in rhodium-catalyzed kinetic resolution of enynes.
  8. Ligand employed in asymmetric rhodium-catalyzed hydroboration of cyclopropenes.
  9. Ligand employed in silver-catalyzed a-hydroxylation of stannyl enol ethers.
  10. Ligand employed in palladium-catalyzed synthesis of chiral allenes.

Chemical Properties

white to light yellow crystal powde

Uses

Chiral ligand for metal mediated asymmetric catalysis.

Uses

Reactant involved in:

  • Enantioselective and diastereoselective unpoled carbonyl allylation
  • Syntehsis of organophophine oxides as anittumor agents
  • SN2 halogenation of hydroxy groups
  • Synthesis of BINAP complexes
  • Studies of conformational flexibility of BINAP chelates

Uses

2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl and its rhodium and ruthenium derivatives are highly selective homogeneous catalysts used for the reduction of aryl ketones, β-keto esters, and α-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls.
Ligand used in a palladium-catalyzed, asymmetric, tandem Heck reaction-carbanion capture process leading to a synthesis of a tricyclic sesquiterpene. Also used in a ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids.

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(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Suppliers

HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10658
Advantage
60
Accela ChemBio Inc.
Tel
(+1)-858-699-3322
Fax
(+1)-858-876-1948
Email
info@accelachem.com
Country
United States
ProdList
19965
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63711
Advantage
58
AB PharmaTech,LLC
Tel
323-480-4688
Fax
323-480-4688
Country
United States
ProdList
989
Advantage
55
Aladdin Scientific
Tel
+1-833-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57511
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-(817)863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19639
Advantage
58
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View Lastest Price from (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl manufacturers

Hebei Duling International Trade Co. LTD
Product
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 76189-56-5
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 tons
Release date
2023-01-16
Shanghai UCHEM Inc.
Product
S-BINAP 76189-56-5
Price
US $230.00-1005.00/g
Min. Order
1g
Purity
0.98
Supply Ability
10kg
Release date
2023-10-12
Hebei Guanlang Biotechnology Co., Ltd.
Product
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 76189-56-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2022-10-19

76189-56-5, (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthylRelated Search:


  • (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene puriss.
  • (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-biphthyl
  • (S)-BINAP,99%e.e.
  • (S)-(-)-2,2'-Bis(diphenylphoshino)-1,1'-binaphthyl for synthesis
  • 2-(diphenylphosphino)-1-(2-(diphenylphosphino)naphthalen-1-yl)naphthalene
  • (+/-)-BINAP
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  • S(-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)
  • S(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE
  • (S)-(-)-2,2 BIS(DIPHENYLPHOSPHINO)1,1-BINAPHTHYL
  • (S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
  • (S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
  • (S)-(-)-BINAP
  • (S)-BINAP
  • RACEMIC-BINAP
  • (+/-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)
  • S-(-)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE
  • PHOSPHINE, 1,1''-[(1S)-[1,1''-BINAPHTHALENE]-2,2''-DIYL]BIS[1,1-DIPHENYL-
  • S(-)-1,1''- BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHALENE
  • (S)-(-)-BINAP, (S)-(-)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine)
  • (S)-(-)-BINAP, (S)-(-)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine), (S)-(-)-2,2μ-Bis(diphenylphosphino)-1,1μ-binaphthyl, (S)-(-)-2,2μ-Bis(diphenylphosphino)-1,1μ-binaphthalene
  • S-(-1.1'-Binaphthyl-2.2'-DiphemylPhosphine
  • [aS,(-)]-[1,1'-Binaphthalene]-2,2'-diylbis(diphenylphosphine)
  • [aS,(-)]-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene
  • (S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL,97%
  • (S)-(-)2,2-bis(diphenylphosphino)-1,1-binaphtyl
  • (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl ,98%
  • (S)-(-)-2,2'-Bis(diphtnylphosphino)-1,1'-binaphthyl
  • (S)-()-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene,(S)-()-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (S)-()-BINAP
  • (S)-(-)-2,2'-Bis(dip
  • (S)-BINAP [(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl]
  • S-(+)2,-Bis(diphenylphosphino)-1,-binaphthyl
  • (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 99% (S)-BINAP
  • (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, (S)-BINAP
  • S(-)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'- BI NAPHTHALIN
  • (S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1&
  • (S)-(-)-2,2'-BIS(DIPHENYLPHOSPHOSINO)-1,1'-BINAPHTHYL
  • (S)-(-)-2,2`-Bis(Diphenylphosphino)-1,1`-Binaphthy
  • (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 99+%
  • (S)-(-)-2,2'-Bis(diphenyphosphino)-1,1'-binaphthy
  • S-(+)-1.1'-Binaphthyl-2.2'-Dip
  • S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP)
  • (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,97%(S)-BINAP
  • S-(-)-BINAP/S-()-1,1''-BINAPHTHYL-2.2''-DIPHEMYL PHOSPHINE
  • PHOSPHINE, [1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[DIPHENYL-, (S)
  • RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
  • RAC-BINAP
  • RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL
  • RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL
  • R(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE
  • R(+)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE)
  • R-(+)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE
  • (1S)-[1,1'-Binaphthalene]-2,2'-diylbis[diphenylphosphine]
  • 1,1'-[(1S)-[1,1'-Binaphthalene]-2,2'-diyl]bis[1,1-diphenyl-phosphine
  • 97% (S)-BINAP
  • S-(+)-1.1'-Binaphthyl-2.2'-dipheMyl phosphine S-BINAP
  • (S)-(-)-2,2'-Bis(diphenylphosp