Ethyl methylphenylglycidate

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Ethyl methylphenylglycidate
Strawberry aldehyde.png
Identifiers
CAS number 77-83-8 YesY
Jmol-3D images Image 1
Properties
Molecular formula C12H14O3
Molar mass 206.24 g/mol
Appearance Colorless to pale yellow liquid
Density 1.09-1.10 g/cm3[1]
Melting point 7–8 °C[1]
Boiling point 272–275 °C[1]
Solubility in water Insoluble
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

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 is classified as an ester and an epoxide; but, despite its common name, it is not an aldehyde. It is a colorless to pale-yellow liquid that is insoluble in water. It has a taste and odor that is fruity and reminiscent of strawberries.

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]

References[edit]

  1. ^ a b c d Ethyl Methylphenylglycidate, chemicalland21.com
  2. ^ David J. Rowe (2005). Chemistry and technology of flavors and fragrances. ISBN 0-8493-2372-X. 
  3. ^ Dunnington, D; Butterworth, KR; 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. 
  4. ^ "Food Additive Status List". Food and Drug Administration.