3316. Diphenylacetic Acid
Nomenclature
CAS number: 117-34-0
α-Phenylbenzeneacetic acid; diphenylmethane-α-carboxylic acid. C14H12O2; mol wt 212.24.
C 79.23%, H 5.70%, O 15.08%.
Description and references
Prepd by the reduction of benzilic acid with hydriodic acid and red phosphorus: C. S. Marvel et al., Org. Synth. coll. vol. I, 224 (2nd ed., 1941). Ecologically and economically improved synthesis from benzilic acid: P. Strazzolini et al., Synth. Commun. 17, 1919 (1987). Toxicity study: G. W. Bailey, J. L. White, Residue Rev. 10, 97 (1965).
Properties
Small plates from alcohol, needles from water, mp 148°. Sublimes. Sol in hot water, alcohol, ether, chloroform.Derivative
Methyl ester.Nomenclature
CAS number: 3469-00-9
C15H14O2; mol wt 226.27.
C 79.62%, H 6.24%, O 14.14%.
Properties
Crystals from dil alcohol, mp 60°.Derivative
Ethyl ester.Nomenclature
CAS number: 3468-99-3
C16H16O2; mol wt 240.30.
C 79.97%, H 6.71%, O 13.32%.
Properties
Crystals from alcohol, mp 58°. bp15 178°.Derivative
Amide.Nomenclature
CAS number: 4695-13-0
C14H13NO; mol wt 211.26.
C 79.59%, H 6.20%, N 6.63%, O 7.57%.
Properties
mp 167-168°.Derivative
Nitrile.Nomenclature
CAS number: 86-29-3
Diphenylacetonitrile; α-cyanodiphenylmethane; diphenatrile; Dipan. C14H11N; mol wt 193.24.
C 87.02%, H 5.74%, N 7.25%.
Properties
mp 76°. bp12 181°. Sol in alcohol, ether, propylene glycol. LD50 orally in rats: 3500 mg/kg (Bailey, White).Derivative
Acid chloride.Nomenclature
CAS number: 1871-76-7
C14H11ClO; mol wt 230.69.
C 72.89%, H 4.81%, Cl 15.37%, O 6.94%.
Properties
Crystals from petr ether, mp 57°; bp15 178°. Very sol in benzene. Sol in hot ligroin, in hot isopropyl ether.Derivative
Acid anhydride.Nomenclature
CAS number: 1760-46-9
C28H22O3; mol wt 406.47.
C 82.74%, H 5.46%, O 11.81%.