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Key Documents

W310301

Sigma-Aldrich

γ-Valerolactone

≥99%, FCC, 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
Beilstein:
80420
EC Number:
Council of Europe no.:
757
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
10.013
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC

vapor density

3.45 (vs air)

Assay

≥99%

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

fragrance 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

Gene Information

human ... CYP1A2(1544)

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General description

γ-Valerolactone has been identified as one of the volatile flavor constituents in mango and honey.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Jesse Q Bond et al.
Langmuir : the ACS journal of surfaces and colloids, 26(21), 16291-16298 (2010-06-02)
γ-Valerolactone (GVL) has been identified as a promising, sustainable platform molecule that can be produced from lignocellulosic biomass. The chemical flexibility of GVL has allowed the development of a variety of processes to prepare renewable fuels and chemicals. In the
Jean-Paul Lange et al.
Chemical communications (Cambridge, England), (33)(33), 3488-3490 (2007-08-19)
Methyl pentenoate, a promising Nylon intermediate, is produced in >95% yield via the transesterification of gamma-valerolactone, a bio-based intermediate, under catalytic distillation conditions.
Sys Stybe Johansen et al.
Journal of analytical toxicology, 35(1), 8-14 (2011-01-12)
A simple liquid chromatography-tandem mass spectrometry (LC-MS-MS) method has been developed and validated for simultaneous identification and quantification of γ-hydroxybutyrate (GHB), γ-butyrolactone (GBL), 1.4-butanediol (1.4-BD), and γ-valerolactone (GVL) in whole blood from forensic cases. The sample preparation of whole blood
Akiko Takagaki et al.
Bioscience, biotechnology, and biochemistry, 75(3), 582-585 (2011-03-11)
The antioxidative activities of (-)-epigallocatechin gallate (EGCg) metabolites degraded by rat intestinal flora were investigated by a flow injection analysis coupled to an on-line antioxidant detection system with the 2,2'-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical cation. All of the metabolites were

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