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ChemicalBook--->CAS DataBase List--->39212-23-2

39212-23-2

39212-23-2 Structure

39212-23-2 Structure
IdentificationMore
[Name]

Whiskey lactone
[CAS]

39212-23-2
[Synonyms]

(+/-)-5-BUTYL-4-METHYLDIHYDRO-2(3H)-FURANONE
5-BUTYLDIHYDRO-4-METHYL-2(3H)-FURANONE
FEMA 3803
METHYL OCTALACTONE
METHYL OCTALACTONE(TM)
WHISKEY LACTONE
WHISKY LACTONE
5-butyldihydro-4-methyl-2(3h)-furanon
5-butyldihydro-4-methylfuran-2(3H)-one
WHISKEY LACTONE 98+%
3-Methyl-4-octanolide
2(3H)-Furanone, 5-butyldihydro-4-methyl-
5-Butyldihydro-4-methylfuran-2(3H)-on
WHISKEY LACTONE,3-Methyl-4-octanolide 5-Butyl-4-methyldihydro-2(3H)-furanone
3-Methyl-1,4-octalactone
(+/-)-5-Butyl-4-methyldihydro-2(3H)-furanone
5-butylhydro-4-methyl-2(3H)-furanone
4-Hydroxy-3-methylcaprylolactone
4-Hydroxy-3-methyioctanoic acid γ-lactone
rac-(3R*,4S*)-3-Methyl-4-hydroxyoctanoic acid 1,4-lactone
[EINECS(EC#)]

254-357-4
[Molecular Formula]

C9H16O2
[MDL Number]

MFCD00209540
[Molecular Weight]

156.22
[MOL File]

39212-23-2.mol
Chemical PropertiesBack Directory
[Boiling point ]

93-94 °C5 mm Hg(lit.)
[density ]

0.952 g/mL at 25 °C(lit.)
[FEMA ]

3803
[refractive index ]

n20/D 1.4454(lit.)
[Fp ]

>230 °F
[form ]

clear liquid
[color ]

Colorless to Almost colorless
[Odor]

at 10.00 % in dipropylene glycol. tonka coumarin coconut toasted nutty celery burnt
[biological source]

synthetic
[Odor Type]

tonka
[JECFA Number]

437
[LogP]

1.81
[CAS DataBase Reference]

39212-23-2(CAS DataBase Reference)
[NIST Chemistry Reference]

2(3H)-furanone, 5-butyldihydro-4-methyl-(39212-23-2)
[EPA Substance Registry System]

39212-23-2(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

2
[HS Code ]

2932190090
Hazard InformationBack Directory
[Chemical Properties]

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 beverages.
[Occurrence]

Reported present in cognac, rum, Irish malt, bourbon whiskey, scotch, sherry, port and wine.
[Definition]

ChEBI:Quercuslactone a is a gamma-lactone.
[Aroma threshold values]

80% of a taste panel found whiskey lactone intolerable at 160 ppm
[Taste threshold values]

Taste characteristics at 0.5 ppm: woody, coumarinic, coconut, lactonic, creamy and nutty with a toasted nuance.
[Synthesis Reference(s)]

Tetrahedron Letters, 26, p. 6225, 1985 DOI: 10.1016/S0040-4039(00)95058-5
[Trade name]

Methyl octalactoneTM (PFW)
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

39212-23-2(sigmaaldrich)
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