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Merck

W310311

γ-Valerolactone

natural, ≥95%, FG

Synonym(s):

γ-Methyl-γ-butyrolactone, 4,5-Dihydro-5-methyl-2(3H)-furanone, 4-Hydroxypentanoic acid lactone

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About This Item

Empirical Formula (Hill Notation):
C5H8O2
CAS Number:
Molecular Weight:
100.12
FEMA Number:
3103
Council of Europe no.:
757
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
10.013
EC Number:
203-569-5
NACRES:
NA.21
MDL number:
Beilstein/REAXYS Number:
80420
Organoleptic:
cocoa; herbaceous; woody; sweet; warm
Grade:
FG, Kosher, natural
Food allergen:
no known allergens
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SMILES string

CC1CCC(=O)O1

InChI key

GAEKPEKOJKCEMS-UHFFFAOYSA-N

InChI

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

grade

FG, Kosher, natural

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

Quality Level

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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

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup


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Organoleptic Characteristics of Flavor Materials
Michalski, J.
Perfumer & Flavorist, 39(5), 54-54 (2014)
Reactive extraction of levulinate esters and conversion to γ-valerolactone for production of liquid fuels.
Elif I Gürbüz et al.
ChemSusChem, 4(3), 357-361 (2011-03-12)
Importance of some lactones and 2, 5-dimethyl-4-hydroxy-3 (2H)-furanone to mango (Mangifera indica L.) aroma.
Wilson III CW, et al.
Journal of Agricultural and Food Chemistry, 38(7), 1556-1559 (1990)
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
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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