Ethyl methylphenylglycidate
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| Names | |
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| IUPAC name
Ethyl 3-methyl-3-phenyloxirane-2-carboxylate
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| Other names
Ethyl methylphenylglycidate
Strawberry aldehyde Aldehyde C-16 | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.000.966 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C12H14O3 | |
| Molar mass | 206.241 g·mol−1 |
| Appearance | Colourless liquid |
| Density | 1.09-1.10 g/cm3[1] |
| Melting point | 7 to 8 °C (45 to 46 °F; 280 to 281 K)[1] |
| Boiling point | 272 to 275 °C (522 to 527 °F; 545 to 548 K)[1] |
| Insoluble | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ethyl methylphenylglycidate, commonly known as strawberry aldehyde, is an organic compound used in the flavor industry in artificial fruit flavors, in particular strawberry.[2]
Uses
[edit]Because of its pleasant taste and aroma, ethyl methylphenylglycidate finds use in the fragrance industry, in artificial flavors, and in cosmetics.[1] Its end applications include perfumes, soaps, beauty care products, detergents, pharmaceuticals, baked goods, candies, ice cream, and others.
Chemistry
[edit]Ethyl methylphenylglycidate contains ester and epoxide functional groups, despite its common name, lacks presence of an aldehyde. It is a colourless liquid that is insoluble in water.
Ethyl methylphenylglycidate is usually prepared by the condensation of acetophenone and the ethyl ester of monochloroacetic acid in the presence of a base, in a reaction known as the Darzens condensation.
Safety
[edit]Long-term, high-dose studies in rats have demonstrated that ethyl methylphenylglycidate has no significant adverse health effects and is not carcinogenic.[3] The US Food and Drug Administration has classified ethyl methylphenylglycidate as generally recognized as safe (GRAS).[4]
See also
[edit]References
[edit]- ^ a b c d Ethyl Methylphenylglycidate, chemicalland21.com
- ^ David J. Rowe (2005). Chemistry and technology of flavors and fragrances. ISBN 0-8493-2372-X.
- ^ Dunnington, D; Butterworth, MRS; Gaunt, IF; Mason, PL; Evans, JG; Gangolli, SD (1981). "Long-term toxicity study of ethyl methylphenylglycidate (strawberry aldehyde) in the rat". Food and Cosmetics Toxicology. 19 (6): 691–9. doi:10.1016/0015-6264(81)90522-8. PMID 7327470.
- ^ "Food Additive Status List". Food and Drug Administration.