Ethyl decadienoate

In today's article, we will explore the fascinating world of Ethyl decadienoate. From its historical origin to its relevance in today's society, we will delve into a journey through the highlights of Ethyl decadienoate. In addition, we will examine in depth its impact in different areas, from culture to technology. Through various perspectives and approaches, we aim to shed light on this topic that is so relevant today. Get ready to discover everything you need to know about Ethyl decadienoate and immerse yourself in a comprehensive analysis of its importance in the contemporary world.

Ethyl decadienoate
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 Edit this at Wikidata
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 , 100 kPa).

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. ^ a b Michael Zviely (August 23, 2011). "Pear Ester: Ethyl (E,Z)-2,4-decadienoate". Perfumer & Flavorist.
  2. ^ a b "Ethyl 2-trans-4-cis-decadienoate". Sigma-Aldrich.
  3. ^ 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.
  4. ^ a b S. Tsuboi, T. Masuda, S. Mimura, and A. Takeda (1988). "Ethyl (E,Z)-2,4-Decadienoate". Organic Syntheses. 66: 22{{cite journal}}: CS1 maint: multiple names: authors list (link); Collected Volumes, vol. 8, p. 251.
  5. ^ "Ethyl (E,Z)-2,4-decadienoate". Good Scents Company.
  6. ^ "ETHYL DECADIENOATE, NATURAL". natural-advantage.net. Archived from the original on 2011-01-04. Retrieved 2012-09-27.