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Sigma-Aldrich

γ-Valerolactone

natural, ≥95%, FG

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Synonym(s):
γ-Methyl-γ-butyrolactone, 4,5-Dihydro-5-methyl-2(3H)-furanone, 4-Hydroxypentanoic acid lactone
Empirical Formula (Hill Notation):
C5H8O2
CAS Number:
108-29-2
Molecular Weight:
100.12
FEMA Number:
3103
Beilstein:
80420
EC Number:
203-569-5
Council of Europe no.:
757
MDL number:
MFCD00005400
UNSPSC Code:
12164502
PubChem Substance ID:
329830564
Flavis number:
10.013
NACRES:
NA.21

grade

FG
Kosher
natural

Quality Level

300

reg. compliance

EU Regulation 1334/2008 & 178/2002

vapor density

3.45 (vs air)

Assay

≥95%

refractive index

n20/D 1.432 (lit.)

bp

207-208 °C (lit.)
82-85 °C/10 mmHg (lit.)

mp

−31 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

cocoa; herbaceous; woody; sweet; warm

SMILES string

CC1CCC(=O)O1

InChI

1S/C5H8O2/c1-4-2-3-5(6)7-4/h4H,2-3H2,1H3

InChI key

GAEKPEKOJKCEMS-UHFFFAOYSA-N

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General description

γ-Valerolactone has been identified as one of the volatile flavor constituents in mango and honey.
Natural occurence: Barley, beef, beer, Swiss cheese, coffee, cocoa, mango, milk, mushroom, peach, pork, tea, soy and tomato

Application

The sweet, creamy notes of this lactone will enhance coconut, vanilla, caramel, toffee, milk chocolate, and the sweeter dairy flavors like cajeta, milk and whipped cream. Dried fruit flavors like date and fig, and nut flavors like almond and peanut butter are also good destinations for this material.

Biochem/physiol Actions

Odor at 1%
Taste at 8-15ppm

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 1

Flash Point(F)

204.8 °F

Flash Point(C)

96 °C

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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Organoleptic Characteristics of Flavor Materials
Michalski, J.
Perfumer & Flavorist, 39(5), 54-54 (2014)
M Iwata et al.
International archives of occupational and environmental health, 51(3), 253-260 (1983-01-01)
n-Hexane is one of the solvents widely used in industry and well known to be neurotoxic. Recently it was clearly revealed that n-hexane is metabolized in vivo and its metabolites are excreted in the urine. However, the relationship between the
S Hein et al.
FEMS microbiology letters, 153(2), 411-418 (1997-08-15)
The aim of this study was the production of the homopolyester poly(4-hydroxybutyric acid) (poly(4HB)) with recombinant strains of Escherichia coli. Wild-type strains and other widely used non-recombinant strains of E. coli are not able to produce polyhydroxyalkanoic acids (PHA) as
Catalytic conversion of biomass-derived carbohydrates into gamma-valerolactone without using an external H2 supply.
Li Deng et al.
Angewandte Chemie (International ed. in English), 48(35), 6529-6532 (2009-07-25)
Conversion of hemicellulose into furfural using solid acid catalysts in γ-valerolactone.
Elif I Gürbüz et al.
Angewandte Chemie (International ed. in English), 52(4), 1270-1274 (2012-12-06)
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