Massoialactone

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Massoialactone
IUPAC name (R)-5,6-Dihydro-6-pentyl-2H-pyran-2-one
Other names (R)-5-hydroxy-2-decenoic acid lactone
Cocolactone
5-Pentylpent-2-en-5-olide
Identifiers
CAS number [51154-96-2]
PubChem 39914
EINECS number 259-359-9
SMILES CCCCCC1CC=CC(=O)O1
Properties
Molecular formula C10H16O2
Molar mass 168.24 g/mol
Density 0.982 g/cm3
Melting point

-95.2 °C, 178 K, -139 °F

Boiling point

170-174 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Massoialactone is an alkyl lactone derived from the bark of the Massoia tree (Cryptocaria massoia) which is found throughout Malaysia though the compound can also be found as a component of cane sugar molasses, cured tobacco and the essential oil of Sweet Osmanthus (Osmanthus fragrans).

Once widely used as a natural coconut flavouring, natural Massoialactone has been largely superseded by a synthetic alternative owing to the fact that the extraction process is expensive and the tree is killed during the process of removing the bark.

Massoialactone has an odour that is described as sweet, coconut meat, lactonic, creamy, milky and waxy and, at a dilution of 20 ppm, a taste described as creamy, coconut, green and slightly fruity.