Reaction
ChemicalBook > CAS DataBase List > (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl

(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl

Reaction
Product Name
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
CAS No.
135139-00-3
Chemical Name
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
Synonyms
Xylbinap;(S)-DM-BINAP;RAC-XYLYL-BINAP;(S)-3,5-XYLYL-BINAP;(S)-(-)-XyL;98% (S)-XylBINAP;(S)-(-)-XylBINAP;(S)-3,5-Xyl-BINAP;RAC-3,5-Xylyl-Binap;(S)-DM-BINAP
CBNumber
CB5381548
Molecular Formula
C52H48P2
Formula Weight
734.89
MOL File
135139-00-3.mol
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(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl Property

Melting point:
203-206°C
alpha 
-172 º (c=1 in chloroform)
Boiling point:
825.3±65.0 °C(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
Water Solubility 
Insoluble in water
form 
crystal
color 
white to pale yellow
optical activity
[α]/D -172°, 20, c =1 in chloroform
InChIKey
MXGXXBYVDMVJAO-UHFFFAOYSA-N
SMILES
C1(C2C=CC=CC=2C=CC=1P(C1=CC(=CC(C)=C1)C)C1=CC(=CC(C)=C1)C)C1C2C=CC=CC=2C=CC=1P(C1=CC(=CC(C)=C1)C)C1=CC(=CC(C)=C1)C
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Safety

Risk Statements 
36/37/38
Safety Statements 
26-37
TSCA 
No
HS Code 
2931.90.6000
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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

TCI Chemical
Product number
X0071
Product name
(S)-(-)-XylBINAP
Purity
>97.0%(HPLC)
Packaging
200mg
Price
$61
Updated
2025/07/31
TCI Chemical
Product number
X0071
Product name
(S)-(-)-XylBINAP
Purity
>97.0%(HPLC)
Packaging
1g
Price
$186
Updated
2025/07/31
Strem Chemicals
Product number
15-0477
Product name
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP
Packaging
250mg
Price
$48
Updated
2024/03/01
Strem Chemicals
Product number
15-0477
Product name
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP
Packaging
1g
Price
$142
Updated
2024/03/01
Strem Chemicals
Product number
15-0477
Product name
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP
Packaging
5g
Price
$341
Updated
2024/03/01
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(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl Chemical Properties,Usage,Production

Reaction

  1. Ligand used in copper-catalyzed asymmetric Mannich-type reactions of N-acylimino esters.
  2. Ligand used in the enantioselective fluorination of oxindoles.
  3. Ligand used in [2+2+2] cycloaddition of tetraynes and hexaynes.
  4. Ligand used in the asymmetric reduction of ketone via ruthenium-catalyzed transfer hydrogenation.
  5. Asymmetric hydroboration of unsaturated imines.
     

Uses

Catalyst for:

  • Asymmetric hydrogenation of benzophenone
  • Regio- and stereoselective preparation of axially chiral arylnaphthalene derivatives via rhodium-catalyzed [2+2+2] cycloaddition of diynes with naphthalenepropynoic acid derivatives in the presence of chiral biaryl bisphosphine ligands
  • Regiodivergent rhodium-catalyzed [(2+2)+2] carbocyclization of 1,6-enynes with Me propiolates
  • Ligand controlled regioselective and stereoselective desymmetrizing rhodium-catalyzed allylic arylation of meso cyclopentene dicarbonates with arylboronic acids to form regioisomeric arylcyclopentenols
  • Platinum(II) complex-catalyzed enantioselective aldol reaction with ketene silyl acetals in DMF at room temperature
  • Stereoselective preparation of chiral N,O-biaryls via Rh-catalyzed [2+2+2] cycloaddition of conjugate ynamides with diynes

(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl Suppliers

China 138 Germany 3 India 4 Japan 2 Norway 1 Russia 1 Switzerland 1 United Kingdom 1 United States 14 Global 165
Eurolabs Limited
Tel
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Fax
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Country
United Kingdom
ProdList
6309
Advantage
46
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View Lastest Price from (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl manufacturers

Shenzhen Nexcon Pharmatechs Ltd.
Product
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl 135139-00-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
2000
Release date
2025-07-29
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl 135139-00-3
Price
US $2.00-5.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-06-18
Shaanxi Dideu New Materials Co. Ltd
Product
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl 135139-00-3
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-02-22

135139-00-3, (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthylRelated Search:

Dicyclohexylchlorophosphine (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (R)-DM-BINAP (R)-3,5-XYLYL-BINAP Diacetato{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}ruthenium(II) Chloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II)chloride Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(1S,2S)-(-)-1,2-diphenylethylenediamine]ruthenium(II) Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(1R,2R)-(+)-1,2-diphenylethylenediamine]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) Diacetato{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}ruthenium(II) 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) Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II)chloride (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl Dimethylammoniumdichlorotri(mu-chloro)bis{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}diruthenate(II) Dimethylammoniumdichlorotri(mu-chloro)bis{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}diruthenate(II) 2,2'-BIS[BIS(3,5-DITRIFLUOROMETHYLPHENYL)PHOSPHINO]-1,1'-BINAPHTHYL (R)-(+)-2,2'-BIS[BIS(3,5-DITRIFLUOROMETHYLPHENYL)PHOSPHINO]-1,1'-BINAPHTHYL Dimethylammonium dichlorotri(μ-chloro)bis[(S)-(-)-2,2μ-bis[di-(3,5-xylyl)phosphino]-1,1μ-binaphthyl]diruthenate(II)

  • 1,1'-[(1S)-[1,1'-Binaphthalene]-2,2'-diyl]bis[1,1-bis(3,5-dimethylphenyl)-phosphine
  • 2,2'-BIS[DI(3,5-XYLYL)PHOSPHINO]-1,1'-BINAPHTHYL
  • 2,2'-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]-1,1'-BINAPHTHYL
  • (S)-(-)-2,2'-Bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl , ((S)-Xylyl
  • (S)-(-)-2,2'-Bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl
  • (S)-3,5-Xyl-BINAP
  • (S)-DM-BINAP
  • Xylbinap
  • PHOSPHINE, 1,1''-[(1S)-[1,1''-BINAPHTHALENE]-2,2''-DIYL]BIS[1,1-BIS(3,5-DIMETHYLPHENYL)-
  • (S)-(-)-2,2'-Bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl , 98% ((S)-Xylyl-BINAP)
  • (S)-3,5-Xylyl-BINAP, (S)-(-)-2,2μ-Bis[di(3,5-xylyl)phoshino]-1,1μ-binaphthyl, (S)-(-)-2,2μ-Bis[bis(3,5-dimethylphenyl)phosphino]-1,1μ-binaphthyl
  • 4-keto-2-(propylamino)furan-3-carboxylic acid ethyl ester
  • ethyl 4-oxo-2-(propylamino)furan-3-carboxylate
  • (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP
  • (R)-3,5-Xylyl-binap ,98%
  • RACEMIC-2,2'-BIS[DI(3,5-XYLYL)PHOSPHINO]-1,1'-BINAPHTHYL
  • RAC-XYLYL-BINAP
  • (S)-3,5-XYLYL-BINAP
  • (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl,98%(S)-3,5-xylyl-BINAP
  • (S)-(-)-2,2'-bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl
  • (S)-(-)-2,2''-BIS(DI(3,5-XYLYL)PHOSPHINO)-1,1''-BINAPHTYL (S)-3,5-XYLYL-BINAP
  • (S)-(-)-2,2''-BIS(DI(3,5-XYLYL)PHOSPHINO)-1,1''-BINAPHTHYL (S)-3,5-XYLYL-BINAP
  • (S)-(-)-2,2'-Bis(di(3,5-xylyl)phosphino)-1,1'-binaphtyl
  • 98% (S)-XylBINAP
  • (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl,98%
  • (S)-(-)-XylBINAP
  • (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl,(S)-XylBINAP
  • (S)-(-)-2,2'-Bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl , ((S)-Xylyl-BINAP)
  • (R)-2,2'-Bis(bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthalene
  • (S)-2,2'-bis(bis(3,5-dimethylphenyl)phosphanyl)-1,1'-binaphthalene
  • RAC-3,5-Xylyl-Binap
  • (S)-(-)-XyL
  • (S)-2,2'-Bis(bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthalene
  • (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl [(S)-DM-Binap
  • (s)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
  • 2,2'-bis(bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthalene
  • (<i>S</i>)-DM-BINAP
  • (s)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
  • (S)-(-)-2,2'-Bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl ((S)-XylBINAP)
  • (S)-DM-BINAP / (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
  • 135139-00-3
  • C52H48P2
  • BINAP Series
  • Chiral Phosphine