Ethyl methylphenylglycidate

Ethyl methylphenylglycidate

Names
IUPAC names Ethyl 3-methyl-3-phenyl- oxirane-2-carboxylate
Other names Ethyl methylphenylglycidate Strawberry aldehyde Aldehyde C-16
Identifiers
CAS Number	77-83-8 Y
3D model (Jmol)	Interactive image
ChemSpider	6255
ECHA InfoCard	100.000.966
PubChem	6501
InChI InChI=1S/C12H14O3/c1-3-14-11(13)10-12(2,15-10)9-7-5-4-6-8-9/h4-8,10H,3H2,1-2H3 Key: LQKRYVGRPXFFAV-UHFFFAOYSA-N
SMILES CC(C2C(OCC)=O)(O2)C1=CC=CC=C1
Properties
Chemical formula	C12H14O3
Molar mass	206.24 g·mol−1
Appearance	Colourless to pale yellow liquid
Density	1.09-1.10 g/cm3
Melting point	7 to 8 °C (45 to 46 °F; 280 to 281 K)
Boiling point	272 to 275 °C (522 to 527 °F; 545 to 548 K)
Solubility in water	Insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
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.

Because of its pleasant taste and aroma, ethyl methylphenylglycidate finds use in the fragrance industry, in artificial flavors, and in cosmetics. Its end applications include perfumes, soaps, beauty care products, detergents, pharmaceuticals, baked goods, candies, ice cream, and others.

Ethyl methylphenylglycidate is classified as an ester and an epoxide; but, despite its common name, it is not an aldehyde. It is a colourless to pale-yellow 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.

Long-term, high-dose studies in rats have demonstrated that ethyl methylphenylglycidate has no significant adverse health effects and is not carcinogenic. The US Food and Drug Administration has classified ethyl methylphenylglycidate as generally recognized as safe (GRAS).