1,2-BIS(DIPHENYLPHOSPHINO)BENZENE Chemical Properties

Melting point:

183-188 °C (lit.)

Boiling point:

546.9±33.0 °C(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

Fine Crystalline Powder

color 

White

Water Solubility 

Insoluble in water.

Sensitive 

Air Sensitive

InChI

InChI=1S/C30H24P2/c1-5-15-25(16-6-1)31(26-17-7-2-8-18-26)29-23-13-14-24-30(29)32(27-19-9-3-10-20-27)28-21-11-4-12-22-28/h1-24H

InChIKey

NFRYVRNCDXULEX-UHFFFAOYSA-N

SMILES

P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1P(C1C=CC=CC=1)C1C=CC=CC=1

CAS DataBase Reference

13991-08-7(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

TSCA 

No

HS Code 

29319090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

1,2-BIS(DIPHENYLPHOSPHINO)BENZENE Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

1,2-Bis(diphenylphosphino)benzene (DPPB) can be used:

• As a chelating ligand in the synthesis of luminescent copper(I) halide complexes.
• In the synthesis of copper-1,2-bis(diphenylphosphino)benzene catalyst which is used for the β-boration of α, β-unsaturated amide.
• As an alternative to TMEDA for the selective cleavage of sp³ C-X bond in fluoroaromatic coupling reactions catalyzed by iron.
• As a ligand in the synthesis of alkenylboronates from acetylenic esters.
• To synthesize copper-diphosphine complexes which are used as homogeneous catalysts for N-formylation of a wide range of amines.

Application

1,2-Bis(diphenylphosphino)benzene is a highly efficient bidentate phosphine ligand. It forms a stable five-membered ring chelate with a single transition metal atom (such as palladium, nickel, rhodium, gold, etc.) through its two adjacent diphenylphosphine groups. This structure gives the catalyst high activity and high stability, so it is widely used in various homogeneous catalytic reactions.

reaction suitability

reagent type: ligand
reaction type: Baeyer-Villiger Oxidation
reagent type: ligand
reaction type: Cycloadditions
reagent type: ligand
reaction type: Reductions

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