Skip to Content
Merck
CN
All Photos(1)

Documents

708518

Sigma-Aldrich

1,3-Bis(diphenylphosphinomethyl)benzene

Synonym(s):

α,α′-Bis(diphenylphosphino)-m-xylene, [1,3-Phenylenebis(methylene)]bis[diphenyl]phosphine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C32H28P2
CAS Number:
Molecular Weight:
474.51
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

form

powder

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

mp

50-55 °C

functional group

phosphine

SMILES string

C(P(c1ccccc1)c2ccccc2)c3cccc(CP(c4ccccc4)c5ccccc5)c3

InChI

1S/C32H28P2/c1-5-16-29(17-6-1)33(30-18-7-2-8-19-30)25-27-14-13-15-28(24-27)26-34(31-20-9-3-10-21-31)32-22-11-4-12-23-32/h1-24H,25-26H2

InChI key

QLSOZHFOFHARBJ-UHFFFAOYSA-N

Application

Reactant for:
  • Cyclometalation of pincer ligands
  • Insertion of carbon dioxide into (PCP)PDII-Me Bonds
  • Synthesis of iridium complexes containing bidentate phosphine ligands
  • Transcyclometalation processes
  • Synthesis of vinylidene and carbyne complexes

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service