460273

1,2-Bis(diphenylphosphino)benzene

97%

• Synonym(s): 1,2-Bis(diphenylphosphanyl)benzene, dppBz, dppbe, dppben, dppbenz, dppbz, o-Phenylenebis[diphenylphosphine], o-bis(diphenylphosphino)benzene
• Linear Formula: C₆H₄[P(C₆H₅)₂]₂
• CAS Number: 13991-08-7
• Molecular Weight: 446.46
• MDL number: MFCD00014081
• UNSPSC Code: 12352002
• PubChem Substance ID: 24869673
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• form: solid
• reaction suitability: reagent type: ligand; reaction type: Baeyer-Villiger Oxidation; reagent type: ligand; reaction type: Cycloadditions; reagent type: ligand; reaction type: Reductions
• mp: 183-188 °C (lit.)
• functional group: phosphine
• SMILES string: c1ccc(cc1)P(c2ccccc2)c3ccccc3P(c4ccccc4)c5ccccc5
• 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
• InChI key: NFRYVRNCDXULEX-UHFFFAOYSA-N

Description

Application

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)