Ethyl decadienoate

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Ethyl decadienoate
Ethyl decadienoate.svg
Names
IUPAC name
Ethyl (2E,4Z)-2,4-decadienoate
Other names
Pear ester; Ethyl 2-trans-4-cis-decadienoate
Identifiers
3025-30-7
ChemSpider 4444602
Jmol-3D images Image
PubChem 5281162
Properties
C12H20O2
Molar mass 196.29 g·mol−1
Appearance Colorless liquid[1]
Boiling point 70 to 72 °C (158 to 162 °F; 343 to 345 K) (0.05 mmHg)[3]
81-82 °C (0.1 mmHg)[4]
83–88 °C (0.1 mmHg)[5]
8.588 mg/L (est.)[2]
Hazards
Flash point 113 °C (235 °F)[3]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Ethyl decadienoate, also known as pear ester, is an organic chemical compound used in flavors and perfumery for its pear-like taste and odor.

Occurrence and preparation[edit]

Ethyl decadienoate is found in apples, Bartlett pears, Concord grapes, beer, pear brandy and quince.[1]

It can also be prepared synthetically from 1-octyn-3-ol[5] or from ethyl propiolate.[4]

Uses[edit]

Ethyl decadienoate is used in natural flavors and fragrances for its intense fruity flavor. In the United States, as a food additive it is listed as generally recognized as safe (GRAS).[6]

References[edit]

  1. ^ a b Michael Zviely (August 23, 2011). "Pear Ester: Ethyl (E,Z)-2,4-decadienoate". Perfumer & Flavorist. 
  2. ^ "Ethyl (E,Z)-2,4-decadienoate". Good Scents Company. 
  3. ^ a b "Ethyl 2-trans-4-cis-decadienoate". Sigma-Aldrich. 
  4. ^ a b Alexakis, A.; Cahiez, G.; Normant, J.F. (1980). "Vinyl-copper derivatives—XI". Tetrahedron 36 (13): 1961. doi:10.1016/0040-4020(80)80209-2. 
  5. ^ a b S. Tsuboi, T. Masuda, S. Mimura, and A. Takeda (1988). "Ethyl (E,Z)-2,4-Decadienoate". Org. Synth. 66: 22. ; Coll. Vol. 8, p. 251 
  6. ^ "ETHYL DECADIENOATE, NATURAL". natural-advantage.net.