Diphenylacetic Acid

Title: Diphenylacetic Acid
CAS Registry Number: 117-34-0
CAS Name: a-Phenylbenzeneacetic acid
Additional Names: diphenylmethane-a-carboxylic acid
Molecular Formula: C14H12O2
Molecular Weight: 212.24
Percent Composition: C 79.23%, H 5.70%, O 15.08%
Line Formula: (C6H5)2CHCOOH
Literature 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.
Melting point: mp 148°
Derivative Type: Methyl ester
Molecular Formula: C15H14O2
Molecular Weight: 226.27
Percent Composition: C 79.62%, H 6.24%, O 14.14%
Properties: Crystals from dil alcohol, mp 60°.
Melting point: mp 60°
Derivative Type: Ethyl ester
Molecular Formula: C16H16O2
Molecular Weight: 240.30
Percent Composition: C 79.97%, H 6.71%, O 13.32%
Properties: Crystals from alcohol, mp 58°. bp15 178°.
Melting point: mp 58°
Boiling point: bp15 178°
Derivative Type: Amide
Molecular Formula: C14H13NO
Molecular Weight: 211.26
Percent Composition: C 79.59%, H 6.20%, N 6.63%, O 7.57%
Properties: mp 167-168°.
Melting point: mp 167-168°
Derivative Type: Nitrile
Additional Names: Diphenylacetonitrile; a-cyanodiphenylmethane; diphenatrile
Trademarks: Dipan
Molecular Formula: C14H11N
Molecular Weight: 193.24
Percent Composition: 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).
Melting point: mp 76°
Boiling point: bp12 181°
Toxicity data: LD50 orally in rats: 3500 mg/kg (Bailey, White)
Derivative Type: Chloride
Molecular Formula: C14H11ClO
Molecular Weight: 230.69
Percent Composition: 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.
Melting point: mp 57°
Boiling point: bp15 178°
Derivative Type: Anhydride
Molecular Formula: C28H22O3
Molecular Weight: 406.47
Percent Composition: C 82.74%, H 5.46%, O 11.81%
Properties: mp 98°; bp15 220°.
Melting point: mp 98°
Boiling point: bp15 220°
Use: Nitrile as herbicide.
Diphenylamine Diphenylcarbazone Diphenylketene Diphenylmagnesium Diphenylpyraline