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D204307

Sigma-Aldrich

Diphenylacetic acid

99%

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Synonym(s):
α,α-Diphenylacetic acid, α-Phenylbenzeneacetic acid, 2,2-Diphenylacetic acid, Diphenylethanoic acid
Linear Formula:
(C6H5)2CHCO2H
CAS Number:
Molecular Weight:
212.24
Beilstein/REAXYS Number:
1910978
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

powder

mp

146-149 °C
147-149 °C (lit.)

SMILES string

OC(=O)C(c1ccccc1)c2ccccc2

InChI

1S/C14H12O2/c15-14(16)13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13H,(H,15,16)

InChI key

PYHXGXCGESYPCW-UHFFFAOYSA-N

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Application

Diphenylacetic acid can be used as a reagent in the kinetic resolution of racemic 2-hydroxy-γ-butyrolactones and 1-heteroarylalkanols by asymmetric esterification in the presence of pivalic anhydride and chiral acyl-transfer catalyst.
It can also be used as:
  • An additive in the ortho-arylation of 1-phenyl-β-carbolines using various aryl halides in the presence of ruthenium catalyst.
  • A catalyst to synthesize 2-allyl-3-oxazolin-5-one derivatives via Rh-catalyzed coupling reaction of azlactones and alkynes followed by aza-Cope rearrangement.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

383.5 °F - closed cup

flash_point_c

195.3 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)


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