Whiskey lactone
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Whiskey lactone
structure -
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CAS No:
39212-23-2
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Formula:
C9H16O2
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Chemical Name:
Whiskey lactone
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Synonyms:
2(3H)-Furanone,5-butyldihydro-4-methyl-;5-Butyldihydro-4-methyl-2(3H)-furanone;β-Methyl-γ-octalactone;Oaklactone;Whiskey lactone;3-Methyl-4-octanolide;3-Methyloctano-4-lactone;5-Butyl-4-methyldihydrofuran-2(3H)-one
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CAS No:
Description
Whiskey Lactone is found
as its cis- and trans-isomers in whiskey and in oakwood volatiles; the cis-isomer
is the more important in sensory terms. It is a clear, almost colorless liquid with
an intense, warm, sweet, coumarin-like odor.
A cis–trans mixture can be prepared by radical addition reaction of pentanal
with crotonic acid followed by reductive cyclization of the resulting ??-oxo acid
with sodium boron hydride/sulfuric acid . It is used in aroma compositions,
for example, for bevera
colourless liquid
Quercuslactone a is a gamma-lactone.
Characteristics
26.3
1.81
0.9±0.1 g/cm3
93-94 °C @ Press: 5 Torr
>230 °F
1.434
soluble in water to <0.1%; soluble in hexane to >50%
Safety Information
NONH for all modes of transport
2
36/37/38
26-36-37/39
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 277 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Whiskey lactone Use and Manufacturing
Used as a spice
2(3H)-Furanone, 5-butyldihydro-4-methyl-: ACTIVE
Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index
Flavoring Agents
Computed Properties
Molecular Weight:156.22
XLogP3:2.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:156.115029749
Monoisotopic Mass:156.115029749
Topological Polar Surface Area:26.3
Heavy Atom Count:11
Complexity:143
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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