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V403

Sigma-Aldrich

γ-Valerolactone

ReagentPlus®, 99%

Synonym(s):

γ-Valerolactone, gamma-Valerolactone, 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
Beilstein:
80420
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

vapor density

3.45 (vs air)

Quality Level

product line

ReagentPlus®

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.)

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 (GVL) is found naturally in fruits and often used as a fuel additive and food ingredient. It is prominently employed in the production of both energy and carbon-based products.[1][2]

Application

γ-valerolactone (GVL) can be used as a green solvent:
  • To transform lignocellulose into furfural using a solid acid catalyst, H-mordenite.[3]
  • To synthesize phosphatidylserine.[2]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

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Highly efficient synthesis of phosphatidylserine in the eco-friendly solvent γ-valerolactone
Duan Z-Q and Hu Fei
Green Chemistry, 14(6), 1581-1583 (2012)
γ-Valerolactone-a sustainable liquid for energy and carbon-based chemicals
Horvath I, et al.
Green Chemistry, 10(2), 238-242 (2008)
Hydrogen-independent reductive transformation of carbohydrate biomass into γ-valerolactone and pyrrolidone derivatives with supported gold catalysts.
Xian-Long Du et al.
Angewandte Chemie (International ed. in English), 50(34), 7815-7819 (2011-07-07)
Yan Zhao et al.
Bioresource technology, 114, 740-744 (2012-04-18)
In the present study, γ-valerolactone (GVL) is firstly reported to be converted into aromatic hydrocarbons through catalytic pyrolysis. The catalysts and reaction conditions are both critical in maximizing the hydrocarbon selectivity. Four zeolites, i.e. MCM-41, β-zeolite, ZSM-5 and HZSM-5 were
S A Leonovich
Experimental & applied acarology, 32(1-2), 89-102 (2004-05-14)
Extract of steer wool odor was found to excite olfactory receptor(s) in a wall-pore olfactory sensillum on the distal knoll of the Haller's organ. Three active volatile compounds were revealed in this odor by gas chromatography. Electrophysiological experiments revealed two

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