Skip to Content
Merck
All Photos(1)

Key Documents

763268

Sigma-Aldrich

1-Methyl-2-(2-diphenylphosphinophenyl)-1H-benzoimidazole

95%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C26H21N2P
CAS Number:
Molecular Weight:
392.43
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

Assay

95%

form

solid

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

166-172 °C

functional group

phosphine

storage temp.

20-25°C

SMILES string

Cn1c(nc2ccccc12)-c3ccccc3P(c4ccccc4)c5ccccc5

InChI

1S/C26H21N2P/c1-28-24-18-10-9-17-23(24)27-26(28)22-16-8-11-19-25(22)29(20-12-4-2-5-13-20)21-14-6-3-7-15-21/h2-19H,1H3

InChI key

BVVIYNVQLLTULW-UHFFFAOYSA-N

Application

Efficient ligand for Suzuki-Miyaura coupling with of aryl mesylates and Buchwald-Hartwig amination with aryl chlorides.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Chung, K. H.; et al.
Synlett, 23, 1181-1181 (2012)
Kin Ho Chung et al.
Chemical communications (Cambridge, England), 48(14), 1967-1969 (2012-01-12)
A new class of easily accessible hemilabile benzimidazolyl phosphine ligands has been developed. The ligand skeleton is prepared from commercially available and inexpensive o-phenylenediamine and 2-bromobenzoic acid. With catalyst loading down to 0.5 mol% palladium, excellent catalytic activity towards the

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