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39280

Sigma-Aldrich

4-(Dimethylamino)phenyldiphenylphosphine

purum, ≥95.0% (GC)

Synonym(s):

4-(Dimethylamino)triphenylphosphine, 4-(Diphenylphosphino)-N,N-dimethyl-benzenamine, 4-(Diphenylphosphino)-N,N-dimethylaniline

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About This Item

Linear Formula:
(CH3)2NC6H4P(C6H5)2
CAS Number:
Molecular Weight:
305.35
Beilstein:
916331
MDL number:
UNSPSC Code:
12350000
PubChem Substance ID:

grade

purum

Assay

≥95.0% (GC)

mp

151-154 °C (lit.)
151-154 °C

SMILES string

CN(C)c1ccc(cc1)P(c2ccccc2)c3ccccc3

InChI

1S/C20H20NP/c1-21(2)17-13-15-20(16-14-17)22(18-9-5-3-6-10-18)19-11-7-4-8-12-19/h3-16H,1-2H3

InChI key

GOEGBJDTWXTPHP-UHFFFAOYSA-N

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Application

Catalyst for:
  • Preparation of dicyano(aryl)cyclohexenecarboxylic acid esters via regioselective annulation
  • Diastereoselective cycloaddition of styrenyl allenoates
  • Interfacial carbonylation of methylbenzyl bromide
  • Hydroformylation of octene

Reducing agent for selectivity of disulfide-internally linked peptide-nucleic acid cleavage

Other Notes

The phosphine oxide reaction product formed e.g. in Wittig and Mitsunobu reactions can easily be removed by acid washing

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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P.B. Kay, S. Trippet
Journal of the Chemical Society, 1813-1813 (1985)
M. von Itzstein et al.
Synthetic Communications, 20, 2049-2049 (1990)

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