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Ethyl decadienoate

Chemical compound From Wikipedia, the free encyclopedia

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

Quick Facts Names, Identifiers ...
Ethyl decadienoate
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Names
Preferred IUPAC name
Ethyl (2E,4Z)-deca-2,4-dienoate
Other names
Ethyl (2E,4Z)-2,4-decadienoate
Pear ester
Ethyl 2-trans-4-cis-decadienoate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.019.254
UNII
  • 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
  • O=C(OCC)\C=C\C=C/CCCCC
Properties
C12H20O2
Molar mass 196.290 g·mol−1
Appearance Colorless liquid[1]
Boiling point 70–72 °C (158–162 °F; 343–345 K)
  • (0.05 mmHg)[2]
  • 81–82 °C (178–180 °F) (0.1 mmHg)[3]
  • 83–88 °C (181–190 °F) (0.1 mmHg)[4]
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).
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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

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