Ethyl decadienoate

Ethyl decadienoate
Names

IUPAC name Ethyl (2E,4Z)-2,4-decadienoate
Other names Pear ester; Ethyl 2-trans-4-cis-decadienoate
Identifiers
CAS Number	3025-30-7
ChemSpider	4444602
Jmol interactive 3D	Image
PubChem	5281162
InChI InChI=1S/C12H20O2/c1-3-5-6-7-8-9-10-11-12(13)14-4-2/h8-11H,3-7H2,1-2H3/b9-8-,11-10+ Key: OPCRGEVPIBLWAY-QNRZBPGKSA-N InChI=1/C12H20O2/c1-3-5-6-7-8-9-10-11-12(13)14-4-2/h8-11H,3-7H2,1-2H3/b9-8-,11-10+ Key: OPCRGEVPIBLWAY-QNRZBPGKBN
SMILES O=C(OCC)\C=C\C=C/CCCCC
Properties
Chemical formula	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)^[2] 81-82 °C (0.1 mmHg)^[3] 83–88 °C (0.1 mmHg)^[4]
Solubility in water	8.588 mg/L (est.)^[5]
Hazards
Flash point	113 °C (235 °F)^[2]
Except where otherwise noted, data are 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

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^[4] or from ethyl propiolate.^[3]

Uses

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

1 2 Michael Zviely (August 23, 2011). "Pear Ester: Ethyl (E,Z)-2,4-decadienoate". Perfumer & Flavorist.
1 2 "Ethyl 2-trans-4-cis-decadienoate". Sigma-Aldrich.
1 2 Alexakis, A.; Cahiez, G.; Normant, J.F. (1980). "Vinyl-copper derivatives—XI". Tetrahedron 36 (13): 1961. doi:10.1016/0040-4020(80)80209-2.
1 2 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
↑ "Ethyl (E,Z)-2,4-decadienoate". Good Scents Company.
↑ "ETHYL DECADIENOATE, NATURAL". natural-advantage.net.

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