| Identification | More | [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 Properties | Back 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 | [Major Application]
flavors and fragrances | [Cosmetics Ingredients Functions]
PERFUMING | [InChI]
1S/C9H16O2/c1-3-4-5-8-7(2)6-9(10)11-8/h7-8H,3-6H2,1-2H3 | [InChIKey]
WNVCMFHPRIBNCW-UHFFFAOYSA-N | [SMILES]
CCCCC1OC(=O)CC1C | [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 Data | Back 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
| [TSCA ]
TSCA listed | [HS Code ]
2932190090 | [Storage Class]
10 - Combustible liquids |
| Hazard Information | Back 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. | [Uses]
flavors and fragrances | [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) |
|
|