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
| 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) | ![]() 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 | |||||||||
| F | 8-10-23 | |||||||||
| TSCA | No | |||||||||
| HS Code | 29319090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
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 |
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
- 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.
- It is also employed in palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines.
- 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.
- Useful ligand for palladium-catalyzed carbon-nitrogen bond formation.
- Useful ligand for rhodium-catalyzed C-C bond formation.
- Useful ligand for palladium-catalyzed intramolecular acylation of aryl bromides via C-H activation.
- Used in the preparation of Buchwald third generation precatalyst.
- Used in methoxy directed Rhodium migration.
- Used in Nickel catalyzed C-N cross-coupling reactions.

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.]
1.1'-Binaphthyl-2.2'-diphemyl phosphine Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | 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
- Application and preparation of 1.1'-Binaphthyl-2.2'-diphemyl phosphine(BINAP) in chemical synthesis
- In this paper, the chemical properties, synthesis methods, and applications of BINAP in asymmetric catalytic reactions were re....
- Aug 28,2024
- The review of 1.1'-Binaphthyl-2.2'-diphemyl phosphine
- BINAP is an abbreviation for the organic compound 2,2'-bisdiphenylphosphino-1,1'-binaphthyl. This chiral ligand is widely used....
- Feb 15,2022
- What is 1.1'-Binaphthyl-2.2'-diphemyl phosphine?
- 1.1'-Binaphthyl-2.2'-diphemyl phosphine is White to light beige powder.
- Mar 4,2021
View Latest Price from 1.1'-Binaphthyl-2.2'-diphemyl phosphine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
![]() |
2026-09-17 | (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
98327-87-8
|
1g | 99% | 10mt/year | Jinan Finer Chemical Co., Ltd | ||
![]() |
2026-09-17 | 1.1'-Binaphthyl-2.2'-diphemyl phosphine
98327-87-8
|
100G | 98%min | 30kg/month | WUHAN FORTUNA CHEMICAL CO., LTD | ||
![]() |
2026-09-17 | (±)-BINAP
98327-87-8
|
$23.00-71.00 | 5g | 0.98 | 25kg | Shanghai UCHEM Inc. |
-

- (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
98327-87-8
- $0.00
- 99%
- Jinan Finer Chemical Co., Ltd
-

- 1.1'-Binaphthyl-2.2'-diphemyl phosphine
98327-87-8
- $0.00
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-

- (±)-BINAP
98327-87-8
- $23.00-71.00
- 0.98
- Shanghai UCHEM Inc.
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