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1.1'-Binaphthyl-2.2'-diphemyl phosphine

CAS No.
98327-87-8
Chemical Name:
1.1'-Binaphthyl-2.2'-diphemyl phosphine
Synonyms
BINAP;BINAP;BINAP;RAC-BINAP;2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl;1,1'-binaphthyl-2,2'-bisdiphenylphosphine;[1-(2-diphenylphosphanyl-1-naphthyl)-2-naphthyl]-diphenyl-phosphane;2,2-Bis-(diphenylphosphino)-1,1-napthalene;(±)-BINAP;2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene
CBNumber:
CB3186990
Molecular Formula:
C44H32P2
Molecular Weight:
622.69
MDL Number:
MFCD00010805
MOL File:
98327-87-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 01:02:02

1.1'-Binaphthyl-2.2'-diphemyl phosphine Properties

Melting point 283-286 °C(lit.)
Boiling point 724.3±55.0 °C(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly, Sonicated), Dichloromethane (Slightly, Heated),
form Powder
color White to light beige
Water Solubility Soluble in tetrahydrofuran, benzene and dichloromethane. Slightly soluble in ether, methanol and ethanol. Insoluble in water.
Sensitive Air Sensitive
Merck 14,1223
BRN 5321443
InChIKey MUALRAIOVNYAIW-UHFFFAOYSA-N
SMILES P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC2=CC=CC=C2C=1C1C2=CC=CC=C2C=CC=1P(C1C=CC=CC=1)C1C=CC=CC=1
CAS DataBase Reference 98327-87-8(CAS DataBase Reference)
FDA UNII 970O8508MB
UNSPSC Code 12352005
NACRES NA.22

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)
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-37/39-26
WGK Germany  3
8-10-23
TSCA  No
HS Code  29319090
Storage Class 11 - Combustible Solids
NFPA 704
1
2 1

1.1'-Binaphthyl-2.2'-diphemyl phosphine price More Price(84)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 481084 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene 97% 98327-87-8 5g $132 2026-04-30 Buy
Sigma-Aldrich 481084 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene 97% 98327-87-8 25g $392 2026-04-30 Buy
TCI Chemical B2383 (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl >97.0%(GC) 98327-87-8 5g $157 2026-04-30 Buy
TCI Chemical B2383 (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl >97.0%(GC) 98327-87-8 25g $473 2026-04-30 Buy
Strem Chemicals 15-0433 racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% rac-BINAP 98% 98327-87-8 1g $50 2026-04-30 Buy
Product number Packaging Price Buy
481084 5g $132 Buy
481084 25g $392 Buy
B2383 5g $157 Buy
B2383 25g $473 Buy
15-0433 1g $50 Buy

1.1'-Binaphthyl-2.2'-diphemyl phosphine Chemical Properties, Uses, Production

Chemical Properties

1.1'-Binaphthyl-2.2'-diphemyl phosphine is White to light beige powder

Uses

  1. racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl ( (+/-)-BINAP ) is an essential role in the organic synthesis of enantioselective transformations catalyzed by the complexes of ruthenium, rhodium and palladium.
  2. It is also employed in palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines.
  3. used with Cu(II) to catalyze the addition of arylsulfonamides to styrenes and olefins.

Uses

(^+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl plays an essential role in the organic synthesis of enantioselective transformations catalyzed by the complexes of ruthenium, rhodium and palladium. It is also employed in palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines. It is used with Cu(II) to catalyze the addition of arylsulfonamides to styrenes and olefins.

Uses

2,2'-Bis(diphenylphosphino)-1,1'-dinaphthalene is a powerful chiral auxiliary that is used as a homogeneous catalyst in some asymmetric chemical syntheses. 2,2'-Bis(diphenylphosphino)-1,1'-dinaphthalene is utilized for its high enantioselectivity and is used as a ligand to create coordination complexes.

Reactions

Phosphine Ligand Kit component.

  1. Useful ligand for palladium-catalyzed carbon-nitrogen bond formation.
  2. Useful ligand for rhodium-catalyzed C-C bond formation.
  3. Useful ligand for palladium-catalyzed intramolecular acylation of aryl bromides via C-H activation.
  4. Used in the preparation of Buchwald third generation precatalyst.
  5. Used in methoxy directed Rhodium migration.
  6. Used in Nickel catalyzed C-N cross-coupling reactions.
    Reactions of 98327-87-8

General Description

Racemic version of BINAP.

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Acylations
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-C Bond Formation
reagent type: ligand
reaction type: Decarboxylations
reagent type: ligand
reaction type: Stille Coupling

Purification Methods

Dissolve the enantiomer in toluene, wash it with 30% aqueous NaOH, three times with H2O, dry (Na2SO4), evaporate to ~15% of its volume and add an equal volume of degassed MeOH. Collect the solid, wash it with MeOH and dry it at 80o/0.005mm for 6hours. Recrystallise it from a 1:1 mixture of toluene/EtOH to optical purity (m 241-242o) [Takaya et al. Org Synth 67 20 1989]. [Noyori & Takaya Acc Chem Res 2 3 345 1990, Kitamura et al. Org Synth 71 1 1993, Takaya et al. Org Synth 72 74 1995, Kitamura et al. J Org Chem 57 4053 1992.]

Global Suppliers ( 551)
Supplier Tel Email Country ProdList Advantage
Xinxiang Runyu Material Co., Ltd. 166-166-37336996 15690792173 chenxi.song@runvmat.com China 282 55
Puyang Huicheng Electronic Material Co. Ltd. 0393-0393-8910800 15039333257 info@huichengchem.com China 588 64
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 025-66113011 13913916777 cfzhang@aikonchem.com China 19902 55
Zhengzhou HQ Material Co., Ltd. 0371-67759225 13526468238 3165471285@qq.com China 510 60
Wuxi Helen Biotechnology Co., Ltd., 0510-85629785 18013409632 sales@reading-chemicals.com China 14072 58
Shanghai NAIFU Biotechnology Co., Ltd 18939876937 sales@naifuchem.com China 49 58
GUANGZHOU AANPHARM TECHNOLOGY CO.,LTD 020-86211473 13925088720 linda@aanpharm.com China 3641 58
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
Beijing Donghualituo Techonlogy Development Co.,Ltd. 010-88425576 sales@dhltchem.com China 793 59

Related articles

View Latest Price from 1.1'-Binaphthyl-2.2'-diphemyl phosphine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl pictures 2026-09-17 (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
98327-87-8
1g 99% 10mt/year Jinan Finer Chemical Co., Ltd
1.1'-Binaphthyl-2.2'-diphemyl phosphine pictures 2026-09-17 1.1'-Binaphthyl-2.2'-diphemyl phosphine
98327-87-8
100G 98%min 30kg/month WUHAN FORTUNA CHEMICAL CO., LTD
(±)-BINAP pictures 2026-09-17 (±)-BINAP
98327-87-8
$23.00-71.00 5g 0.98 25kg Shanghai UCHEM Inc.
  • (±)-BINAP pictures
  • (±)-BINAP
    98327-87-8
  • $23.00-71.00
  • 0.98
  • Shanghai UCHEM Inc.
(+/-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) (+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE Racemic-2,2’-bis(diphenylphosphino)-1,1’-binaphthy RACEMIC-2,2''-BIS(DIPHENYLPHOSPHINO)-1,1''-BINAPHTHYL BINAP RAC-2,2''-BIS(DIPHENYLPHOSPHINO)-1,1''-BINAPHTHYL / RAC-BINAP 2,2'-Bis-(diphenylphosphino)-1,1'-binaphthyl (Racemic BINAP) (+/-)-2,2'-BIS-(DIPHENYLPHOSPHINO) -1,1'-BINAPHTHALINE PURISS (BINAP) Racemic-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl racemic-2,2’-Bis(diphenylphosphino)-1,1 racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,98%rac-BINAP RACEMIC-2,2''-BIS(DIPHENYLPHOSPHINO)-1,1''-BINAPHTHYL/RAC BINAP S(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE S(-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) S-(-)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE R(+)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE) R-(+)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE RACEMIC-BINAP RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL R(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE PHOSPHINE, 1,1''-[1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[1,1-DIPHENYL- (±)-BINAP, (±)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine) (±)-BINAP, (±)-(1,1μ-Binaphthalene-2,2μ-diyl)bis(diphenylphosphine), (±)-2,2μ-Bis(diphenylphosphino)-1,1μ-binaphthalene (+/-)-2,2-bis(Diphenylphosphino)-1,1-dinaphthyl (+/-)-2,2-Bis(diphenylphosphino)-1,1-binapthyl (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, BINAP (±)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,98% (R)-(+)-2,2’-BIS(DIPHENYLPHOSPHINO)-1,1’-BIS(DIPHENYLPHOSPHI (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,98% rac-BINAP (±)-2,2'-bis(diphenylphosphino)-1,1'-binaphtyl (±)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene,(±)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (±)-BINAP 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene,(±)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine), (±)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene, (±)-BINAP (±)-2,2'-BIS(DIPHENYLPHOSPHINO (MFCD00010805) racemic-2,-Bis(diphenylphosphino)-1,-binaphthyl (§1)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% 1'-binaphthyl 2'-Bis(diphenylphosphino)-1 rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% rac-BINAP (+/-)-2,2'-Bis(diphenylphosphino)-[1,1']-binaphthyl 98% {1-[2-(diphenylphosphanyl)naphthalen-1-yl]naphthalen-2-yl}diphenylphosphane RACEMIC-2,2-BIS (BIPHENYL PHOSPHINO)-1,1-BINAPHTHALENE (BINAP) 2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene (BINAP) 98% Rac-BINAP Phosphine, [1,1'-binaphthalene]-2,2'-diylbis[diphenyl- (9CI) DL-2,2'-Bis(diphenylphosphino)-1,1'-dinaphthalene BINAP, (+/-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl In stock Factory rac-BINAP / racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl BINAP, 1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphane) 2,2-Bis-(diphenylphosphino)-1,1-napthalene 2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene 97% 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Synonyms (+/-)-BINAP rac-BINAP 97% racemic-2,2 2,2'-Bis(diphenylphosphino)-1,1'-dinaphthalene Binaphthyl bis diphenylphosphino (à)-BINA 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98%, for synthesis