Benzyl Benzoate
Structural Formula Vector Image
Title: Benzyl Benzoate
CAS Registry Number: 120-51-4
CAS Name: Benzoic acid phenylmethyl ester
Additional Names: benzoic acid benzyl ester; benzylbenzenecarboxylate
Trademarks: Acarosan (Allergopharma); Antiscabiosum (Strathmann); Ascabiol (RPR)
Molecular Formula: C14H12O2
Molecular Weight: 212.24
Percent Composition: C 79.23%, H 5.70%, O 15.08%
Line Formula: C6H5COOCH2C6H5
Literature References: Contained in Peru and Tolu balsams. Prepd by the action of sodium benzylate on benzaldehyde: Kamm, Kamm, Org. Synth. coll. vol. I, 104 (2nd ed., 1941); by the dry esterification of sodium benzoate and benzyl chloride in the presence of triethylamine: Thorp, Nottorf, Ind. Eng. Chem. 39, 1300 (1947). Toxicity studies: Graham, Kuizenga, J. Pharmacol. Exp. Ther. 84, 358 (1945); Draize et al., J. Pharmacol. Exp. Ther. 93, 26 (1948). Comprehensive description: M. M. A. Hassan, J. S. Mossa, Anal. Profiles Drug Subs. 10, 55-74 (1981).
Properties: Leaflets or oily liq; faint, pleasant, aromatic odor; sharp burning taste. mp 21°. d425 1.118. bp 323-324°. bp16 189-191°. bp4.5 156°. Sparingly volatile with steam. nD21 1.5681. Insol in water or glycerol. Miscible with alc, chloroform, ether, oils. LD50 in rats, mice, rabbits, guinea pigs (g/kg): 1.7, 1.4, 1.8, 1.0 orally (Draize).
Melting point: mp 21°
Boiling point: bp 323-324°; bp16 189-191°; bp4.5 156°
Index of refraction: nD21 1.5681
Density: d425 1.118
Toxicity data: LD50 in rats, mice, rabbits, guinea pigs (g/kg): 1.7, 1.4, 1.8, 1.0 orally (Draize)
CAUTION: Direct contact may cause skin irritation. Potential symptoms of overexposure by ingestion in exptl animals are progressive incoordination, CNS excitation, convulsions. See Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II, p 203.
Use: As solvent of cellulose acetate, nitrocellulose and artificial musk; substitute for camphor in celluloid and plastic pyroxylin compds; perfume fixative; in confectionery and chewing gum flavors.
Therap-Cat: Scabicide, pediculicide.
Therap-Cat-Vet: Acaricide, pediculicide. Contraindicated in cats.
Keywords: Ectoparasiticide.

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