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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

(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl Structure
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl structure
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)-(-)-2,2'-bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl;(S)-(-)-XyL;98% (S)-XylBINAP;(S)-(-)-XylBINAP;(S)-3,5-Xyl-BINAP;RAC-3,5-Xylyl-Binap
CBNumber:
CB5381548
Molecular Formula:
C52H48P2
Molecular Weight:
734.89
MDL Number:
MFCD01630821
MOL File:
135139-00-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 02:25:39
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(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl Properties

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
UNSPSC Code 12352005

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE Eyeshields, Gloves, type N95 (US)
Risk Statements  36/37/38
Safety Statements  26-37
WGK Germany  WGK 3
TSCA  No
HS Code  2931.90.6000
Storage Class 11 - Combustible Solids
NFPA 704
1
2 0

(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical X0071 (S)-(-)-XylBINAP >97.0%(HPLC) 135139-00-3 200mg $35 2026-04-30 Buy
TCI Chemical X0071 (S)-(-)-XylBINAP >97.0%(HPLC) 135139-00-3 1g $110 2026-04-30 Buy
Strem Chemicals 15-0477 (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP 98% 135139-00-3 250mg $48 2026-04-30 Buy
Strem Chemicals 15-0477 (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP 98% 135139-00-3 1g $142 2026-04-30 Buy
Strem Chemicals 15-0477 (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98% (S)-(-)-XylBINAP 98% 135139-00-3 5g $341 2026-04-30 Buy
Product number Packaging Price Buy
X0071 200mg $35 Buy
X0071 1g $110 Buy
15-0477 250mg $48 Buy
15-0477 1g $142 Buy
15-0477 5g $341 Buy

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

Synthesis

Synthesis of 135139-00-3

Using phosphorus tribromide as a starting material, bis(3,5-dimethylphenyl)phosphine oxide was reacted with bis(3,5-dimethylphenyl)phosphine to obtain bis(3,5-dimethylphenyl)phosphine in 92% yield. Then, coupling was performed under Ni(dppe)Cl₂ as a catalyst and zinc powder as a reducing agent to yield (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl.

Synthesis of 135139-00-3

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.
     
Reactions of 135139-00-3_1
Reactions of 135139-00-3_2

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 synthesis

137244-17-8
135139-00-3
Synthesis of (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl from Phosphine oxide, [1,1'-binaphthalene]-2,2'-diylbis[bis(3,5-dimethylphenyl)-, (+)- (9CI)

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

Raw materials

Phosphine oxide, [1,1'-binaphthalene]-2,2'-diylbis[bis(3,5-dimethylphenyl)-, (+)- (9CI)

Preparation Products

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

Global Suppliers ( 170)
Supplier Tel Email Country ProdList Advantage
Xinxiang Runyu Material Co., Ltd. 166-166-37336996 15690792173 chenxi.song@runvmat.com China 282 55
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Puyang Huicheng Electronic Material Co. Ltd. 0393-0393-8910800 15039333257 info@huichengchem.com China 588 64
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14098 59
Daicel Chiral Technologies (China)CO.,LTD 021-50460086-9 15921403865 han_yajun@dctc.daicel.com China 7909 65
Tianjin Derchemist Science & Technology Co., Ltd. 22-58627059 13920586291 zdcomcon@126.com China 4094 50
Chengdu Ai Keda Chemical Technology Co., Ltd. 4008-755-333 18080918076 800078821@qq.com China 9706 55
Supplier Advantage
Xinxiang Runyu Material Co., Ltd. 55
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
Alfa Aesar 84
TCI (Shanghai) Development Co., Ltd. 81
Puyang Huicheng Electronic Material Co. Ltd. 64
Adamas Reagent, Ltd. 59
Daicel Chiral Technologies (China)CO.,LTD 65
Tianjin Derchemist Science & Technology Co., Ltd. 50
Chengdu Ai Keda Chemical Technology Co., Ltd. 55

View Latest Price from (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl pictures 2026-08-25 (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
135139-00-3
 $2.00-5.00 1kg 99% 100kg ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl pictures 2026-08-13 (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
135139-00-3
 1KG 99% 2000 Shenzhen Nexcon Pharmatechs Ltd.
(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl pictures 2026-06-30 (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
135139-00-3
 1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd

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

(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl(135139-00-3)1HNMR(S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl(135139-00-3)31PNMR

135139-00-3 ((S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl) Related 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 2,2'-Bis[bis(3,5-ditrifluoromethylphenyl)phosphino]-1,1'-binaphthyl (R)-(+)-2,2'-Bis[bis(3,5-ditrifluoromethylphenyl)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) Dimethylammonium dichlorotri(μ-chloro)bis[(S)-(-)-2,2μ-bis[di-(3,5-xylyl)phosphino]-1,1μ-binaphthyl]diruthenate(II)

1of4

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 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-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 (S)-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 (S)-2,2'-bis[di(3,5-dimethylphenylphosphino)]-1,1'-binaphthalene Xylbinap (S)-(-)-2,2'-bis(di-(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl (S)-DM-BINAP (S)-Binaphthyl(di(3,5-xylyl)phosphine) 135139-00-3 C52H48P2 BINAP Series Chiral Phosphine