Geranyl propionate

Geranyl propionate
Names
IUPAC name
(2E)-3,7-Dimethyl-2,6-octadien-1-ylpropionate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.041 Edit this at Wikidata
EC Number
  • 203-344-1
UNII
  • InChI=1S/C13H22O2/c1-5-13(14)15-10-9-12(4)8-6-7-11(2)3/h7,9H,5-6,8,10H2,1-4H3/b12-9+
    Key: BYCHQEILESTMQU-FMIVXFBMSA-N
  • CCC(=O)OCC=C(C)CCC=C(C)C
Properties
C13H22O2
Molar mass 210.317 g·mol−1
Density 0.899 g/cm3
Boiling point 252 °C (486 °F; 525 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Geranyl propionate is an organic compound from the group of propionates.

Presence

Geranyl propionate occurs naturally in Artemisia, lemon peel oil, kumquat peel oil, hops essential oil and green cardamom.

Synthesis

Geranylpropionate can be prepared by enzymatic esterification of geraniol and propionic acid in a solvent-free system.

Properties

Geranyl propionate is a colorless liquid. The compound has a fruity odor and a bitter taste.

Usage

In European Union, geranyl propionate is authorized for use as a feed additive for all animal species indefinitely according to Directive 70/524/EEC. It is also used as a flavoring agent.

References

  1. ↑ Vostrowsky, Otto; Brosche, Thorolf; Ihm, Helmut; Zintl, Robert; Knobloch, Karl (1981). "Über die Komponenten des ätherischen Öls aus Artemisia absinthium L. / On the Essential Oil Components from Artem isia absinthium L". Zeitschrift für Naturforschung C. 36 (5–6): 369–377. doi:10.1515/znc-1981-5-604.
  2. ↑ Yannai, Shmuel (23 October 2012). Dictionary of Food Compounds. CRC Press. ISBN 978-1-4200-8352-1.
  3. ↑ Paroul, Natália; Grzegozeski, Luana Paula; Chiaradia, Viviane; Treichel, Helen; Cansian, Rogério L.; Oliveira, J. Vladimir; De Oliveira, Débora (2010). "Production of geranyl propionate by enzymatic esterification of geraniol and propionic acid in solvent-free system". Journal of Chemical Technology & Biotechnology. 85 (12): 1636–1641. Bibcode:2010JCTB...85.1636P. doi:10.1002/jctb.2475.
  4. ↑ Sigma-Aldrich Co., Geranyl propionate. Retrieved on October 20, 2026.
  5. ↑ Burdock, George A. (19 April 2016). Fenaroli's Handbook of Flavor Ingredients. CRC Press. ISBN 978-1-4200-9086-4.
  6. ↑ "Durchführungsverordnung - 2020/1396 - EN - EUR-Lex".
  7. ↑ Yang, Shang-Tian; El-Ensashy, Hesham; Thongchul, Nuttha (24 May 2013). Bioprocessing Technologies in Biorefinery for Sustainable Production of Fuels, Chemicals, and Polymers. John Wiley & Sons. ISBN 978-1-118-64194-1.
  8. ↑ Burger, Alfons M. (20 March 2017). Leitfaden der modernen Parfümerie. Walter de Gruyter GmbH & Co KG. ISBN 978-3-11-168587-8.