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Ethyl pentanoate

From Wikipedia, the free encyclopedia
Ethyl pentanoate[1]
Names
Preferred IUPAC name
Ethyl pentanoate
Other names
Ethyl valerate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.007.934 Edit this at Wikidata
EC Number
  • 208-726-1
UNII
  • InChI=1S/C7H14O2/c1-3-5-6-7(8)9-4-2/h3-6H2,1-2H3 checkY
    Key: ICMAFTSLXCXHRK-UHFFFAOYSA-N checkY
  • InChI=1/C7H14O2/c1-3-5-6-7(8)9-4-2/h3-6H2,1-2H3
    Key: ICMAFTSLXCXHRK-UHFFFAOYAC
  • O=C(OCC)CCCC
Properties
C7H14O2
Molar mass 130.18 g/mol
Density 0.877 g/cm3 at 20 °C
Melting point −91 °C (−132 °F; 182 K)
Boiling point 145 to 146 °C (293 to 295 °F; 418 to 419 K)
2.21 mg/mL
Solubility slightly soluble in ethanol
1.399-1.404
Hazards
GHS labelling:[2]
GHS02: Flammable
Warning
H226
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability (yellow): no hazard codeSpecial hazards (white): no code
1
3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkYX markN ?)

Ethyl pentanoate, also commonly known as ethyl valerate, is an organic compound used in flavors. It is an ester with the molecular formula C7H14O2. It occurs naturally in fruits including apples, bananas, and strawberries as well as in fermented products such as cheese, whiskey, and cider.[3]

Properties

[edit]

As is the case with most volatile esters, it has a pleasant aroma and taste. It is used as a food additive to impart a fruity flavour, particularly of apple (sweet, fruity, apple, pineapple, green, tropical).[4] Its aroma is detectable at 1.5 to 6 ppb and taste at 30 ppm.[3]

This colorless liquid is poorly soluble in water but miscible with organic solvents.

Synthesis

[edit]

Ethyl valerate is prepared by refluxing valeric acid and ethyl alcohol in the presence of concentrated sulfuric acid.[3]

Enzymatic methods including microwave- and ultrasound-assisted syntheses have been investigated as alternatives.[5]

References

[edit]
  1. Merck Index, 12th Edition, 10042
  2. PubChem. "Ethyl valerate". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-05-16.
  3. 1 2 3 Burdock, George A. (2016-04-19). Fenaroli's Handbook of Flavor Ingredients. CRC Press. p. 673. ISBN 978-1-4200-9086-4.
  4. "ethyl valerate". scentsandflavors.com. Retrieved 14 June 2026.
  5. Jaiswal, Kajal S.; Rathod, Virendra K. (March 2022). "Process Intensification of Enzymatic Synthesis of Flavor Esters: A Review". The Chemical Record. 22 (3). doi:10.1002/tcr.202100213. ISSN 1527-8999.
Ethyl pentanoate
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