Ethyl 2-methylpentanoate
Names
IUPAC name
Ethyl 2-methylpentanoate
Other names
Ethyl α-methylvalerate; Melon valerate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.049.422
EC Number
  • 254-384-1
UNII
  • InChI=1S/C8H16O2/c1-4-6-7(3)8(9)10-5-2/h7H,4-6H2,1-3H3 ☒N
    Key: HZPKNSYIDSNZKW-UHFFFAOYSA-N ☒N
  • InChI=1/C8H16O2/c1-4-6-7(3)8(9)10-5-2/h7H,4-6H2,1-3H3
    Key: HZPKNSYIDSNZKW-UHFFFAOYAS
  • CCCC(C)C(=O)OCC
Properties
C8H16O2
Molar mass 144.21 g/mol
Density 0.861-0.865 g/mL (25°C)
Boiling point 156-157°C
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 2-methylvalerate (systematically ethyl 2-methylpentanoate, commonly referred to as manzanate) is the organic compound with the formula CH3CH2CH2(H3C)CHCO2CH2CH3.[1] This colorless liquid has a fruity apple smell and with aspects of cider and sweet pineapple.[2] It is commonly used as a flavoring agent, but has a wide range of applications.[3] 2-Methylpentanoic acid esters have at least 2 enantiomers. It is common for enantiomers to have distinct or similar smells.[4]

Production and synthesis

It is commonly produced in the esterification of 2-methylpentanoic acid by dry ethyl alcohol, with mineral acids catalyzing the reaction.

It can be obtained by vacuum distillation from the reaction between sodium salt of the respective acid with diethyl sulfate.

References

  1. ↑ "ethyl (R)-2-methyl pentanoate, 39255-32-8". www.thegoodscentscompany.com. Retrieved 2023-11-12.
  2. ↑ Melon valerate
  3. ↑ Technical Data Sheet: Ethyl 2-methylpentanoate. Bedoukian
  4. ↑ Rowe, David J. (2005). Chemistry and Technology of Flavors and Fragrances. Blackwell. ISBN 978-1-4051-1450-9.
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