Benzyl Benzoate

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.
Benzyl Bromide Benzyl Chloride Benzyl Cinnamate Benzyl Cyanide Benzyl Ether

Benzyl benzoate
Benzyl benzoate structure.svg
Benzyl benzoate ball-and-stick.png
Identifiers
CAS number 120-51-4 YesY
PubChem 2345
ChemSpider 13856959 YesY
UNII N863NB338G YesY
DrugBank DB02775
KEGG D01138 YesY
ChEBI CHEBI:41237 YesY
ChEMBL CHEMBL1239 YesY
ATC code P03AX01,QP53AX11
Jmol-3D images Image 1
Properties
Molecular formula C14H12O2
Molar mass 212.24 g mol−1
Appearance Colorless liquid
Odor faint aromatic
Density 1.118 g/cm3
Melting point 18 °C; 64 °F; 291 K
Boiling point 323 °C; 613 °F; 596 K
Solubility in water insoluble
Solubility miscible in alcohol, chloroform, ether, oils
soluble in acetone, benzene
insoluble in glycerol
Refractive index (nD) 1.5681 (21 °C)
Hazards
MSDS Oxford MSDS
EU classification Harmful (Xn)
NFPA 704
NFPA 704.svg
1
1
0
Flash point 158 °C (316 °F) (closed cup)
Autoignition temperature 481 °C; 898 °F; 754 K
LD50 1700 mg/kg (rat, oral)
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Benzyl benzoate is the organic compound with the formula C6H5CH2O2CC6H5. It is the ester of benzyl alcohol and benzoic acid. It forms either a viscous liquid or solid flakes and has a weak, sweet-balsamic odor. It occurs in a number of blossoms (e. g. tuberose, hyacinth) and is a component of Peru balsam and Tolu balsam.[1][2]