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460273

1,2-Bis(diphenylphosphino)benzene

97%, solid

Synonym(s):

1,2-Bis(diphenylphosphanyl)benzene, dppBz, dppbe, dppben, dppbenz, dppbz, o-Phenylenebis[diphenylphosphine], o-bis(diphenylphosphino)benzene

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About This Item

Linear Formula:
C6H4[P(C6H5)2]2
CAS Number:
13991-08-7
Molecular Weight:
446.46
UNSPSC Code:
12352002
PubChem Substance ID:
24869673
NACRES:
NA.22
MDL number:
MFCD00014081
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Product Name

1,2-Bis(diphenylphosphino)benzene, 97%

Quality Segment

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

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.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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