Benzyl benzoate
| Benzyl benzoate | |
|---|---|
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| Identifiers | |
| CAS number | 120-51-4  |
| PubChem | 2345 |
| ChemSpider | 13856959 |
| UNII | N863NB338G |
| DrugBank | DB02775 |
| KEGG | D01138 |
| ChEBI | CHEBI:41237 |
| ChEMBL | CHEMBL1239 |
| ATC code | P03,QP53AX11 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C14H12O2 |
| Molar mass | 212.24 g mol−1 |
| Appearance | Colorless liquid |
| Density | 1.12 g/cm3 |
| Melting point |
18 °C, 291 K, 64 °F |
| Boiling point |
323 °C, 596 K, 613 °F |
| Hazards | |
| MSDS | Oxford MSDS |
| EU classification | Harmful (Xn) |
| Flash point | 158 °C (316 °F) (closed cup) |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Benzyl benzoate is the ester of benzyl alcohol and benzoic acid, with the formula C6H5CH2O2CC6H5. This easily prepared compound has a variety of uses.
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[edit] Synthesis
This colorless liquid is formally the condensation product of benzoic acid and benzyl alcohol. It can also be generated from benzaldehyde by the Tishchenko reaction.[1]
[edit] Uses
Benzyl benzoate, as a topical solution, may be used as an antiparasitic insecticide to kill the mites responsible for the skin condition scabies,[2] for example as a combination drug of benzyl benzoate/disulfiram.[3]
It has other uses:
- a fixative in fragrances to improve the stability and other characteristics of the main ingredients
- a food additive in artificial flavors[citation needed]
- a plasticizer in cellulose and other polymers
- a solvent for various chemical reactions
- a treatment for sweet itch in horses[4]
- a treatment for scaly leg mites in chickens
[edit] List of plants that contain the chemical
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This section requires expansion. |
[edit] Compendial status
[edit] References
- ^ Kamm, O.; Kamm, W. F. (1941), "Benzyl benzoate", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv1p0104; Coll. Vol. 1: 104
- ^ "Benzyl Benzoate". Patient UK. 2005-02-10. http://www.patient.co.uk/showdoc/30002528/.
- ^ Landegren J, Borglund E, Storgårds K (1979). "Treatment of scabies with disulfiram and benzyl benzoate emulsion: a controlled study". Acta Derm. Venereol. 59 (3): 274–6. PMID 87094.
- ^ National Sweet Itch Centre
- ^ Woerdenbag, Herman J. et al.; Windono, Tri; Bos, Rein; Riswan, Sudarsono; Quax, Wim J. (2004). "Composition of the essential oils of Kaempferia rotunda L. and Kaempferia angustifolia Roscoe rhizomes from Indonesia". Flavour and Fragrance Journal 19 (2): 145–148. doi:10.1002/ffj.1284.
- ^ a b Nugroho, Bambang W. et al.; Schwarz, Brunhilde; Wray, Victor; Proksch, Peter (1996). "Insecticidal constituents from rhizomes of Zingiber cassumunar and Kaempferia rotunda". Phytochemistry 41 (1): 129–132. doi:10.1016/0031-9422(95)00454-8.
- ^ British Pharmacopoeia Commission Secretariat (2009). "Index (BP 2009)". http://www.pharmacopoeia.co.uk/pdf/2009_index.pdf. Retrieved 3 July 2009.
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