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W380300

Sigma-Aldrich

Whiskey lactone

≥98%, FG

Synonym(s):

(±)-5-Butyl-4-methyldihydro-2(3H)-furanone

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About This Item

Empirical Formula (Hill Notation):
C9H16O2
CAS Number:
Molecular Weight:
156.22
FEMA Number:
3803
EC Number:
Council of Europe no.:
10535
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
10.053
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117

description

mixture of cis and trans

assay

≥98%

refractive index

n20/D 1.4454 (lit.)

bp

93-94 °C/5 mmHg (lit.)

density

0.952 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

coconut; coumarin; woody; nutty; roasted

SMILES string

CCCCC1OC(=O)CC1C

InChI

1S/C9H16O2/c1-3-4-5-8-7(2)6-9(10)11-8/h7-8H,3-6H2,1-2H3

InChI key

WNVCMFHPRIBNCW-UHFFFAOYSA-N

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General description

Whiskey lactone is the common name of (±)-5-butyl-4-methyldihydro-2(3H)-furanone. It is a volatile aromatic compound found in whiskey and wine aged in oak barrels. The detection of whiskey lactone in blood samples can be done by quantitative gas chromatography–mass spectrometry (dynamic HS–GC–MS) with the limit of detection of about 1,000μgL-1.

Application


  • Investigating the effect of three phenolic fractions on the volatility of floral, fruity, and aged aromas by HS-SPME-GC-MS and NMR in model wine.: This research examines how different phenolic fractions influence the volatility of whiskey lactone among other compounds in model wine, providing insights valuable for winemaking and food chemistry (Wang et al., 2022).

  • Accurate Determination of 12 Lactones and 11 Volatile Phenols in Nongrape Wines through Headspace-Solid-Phase Microextraction (HS-SPME) Combined with High-Resolution Gas Chromatography-Orbitrap Mass Spectrometry (GC-Orbitrap-MS).: This paper details a method for accurately quantifying whiskey lactone and other volatile compounds in nongrape wines, enhancing our understanding of flavor profiles in various alcoholic beverages (Liu et al., 2022).

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Determination of aroma compounds from alcoholic beverages in spiked blood samples by means of dynamic headspace GC?MS.
Schulz K, et al.
Chromatographia, 66(11-12), 879-886 (2007)
The training level of experts influences their detection thresholds for key wine compounds.
Tempere S, et al.
Chemosensory Perception, 4(3), 99-115 (2011)

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