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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/REAXYS Number:
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

signalword

Warning

Hazard Classifications

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

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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

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