Chemistry:Ethyl pentanoate

From HandWiki
Ethyl pentanoate[1]
Names
Preferred IUPAC name
Ethyl pentanoate
Other names
Ethyl valerate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 208-726-1
UNII
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 pictograms GHS02: Flammable
GHS Signal word Warning
H226
PP210Script error: No such module "Preview warning".Category:GHS errors, PP233Script error: No such module "Preview warning".Category:GHS errors, PP240Script error: No such module "Preview warning".Category:GHS errors, PP241Script error: No such module "Preview warning".Category:GHS errors, PP242Script error: No such module "Preview warning".Category:GHS errors, PP243Script error: No such module "Preview warning".Category:GHS errors, PP280Script error: No such module "Preview warning".Category:GHS errors, PP303+P361+P353Script error: No such module "Preview warning".Category:GHS errors, PP370+P378Script error: No such module "Preview warning".Category:GHS errors, PP403+P235Script error: No such module "Preview warning".Category:GHS errors, PP501Script error: No such module "Preview warning".Category:GHS errors
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondFlammability code 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. gasolineHealth code 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineReactivity (yellow): no hazard codeSpecial hazards (white): no code
3
1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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

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 flavor, particularly of apple. 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

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.[4]

References

  1. Merck Index, 12th Edition, 10042
  2. PubChem. "Ethyl valerate" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/10882. 
  3. 3.0 3.1 3.2 Burdock, George A. (2016-04-19) (in en). Fenaroli's Handbook of Flavor Ingredients. CRC Press. p. 673. ISBN 978-1-4200-9086-4. https://books.google.com/books?id=pUEqBgAAQBAJ. 
  4. Jaiswal, Kajal S.; Rathod, Virendra K. (March 2022). "Process Intensification of Enzymatic Synthesis of Flavor Esters: A Review" (in en). The Chemical Record 22 (3). doi:10.1002/tcr.202100213. ISSN 1527-8999. https://onlinelibrary.wiley.com/doi/10.1002/tcr.202100213.