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Sigma-Aldrich

γ-Valerolactone

ReagentPlus®, 99%

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Synonym(s):
γ-Valerolactone, gamma-Valerolactone, 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
Beilstein:
80420
EC Number:
203-569-5
MDL number:
MFCD00005400
PubChem Substance ID:
24900745

vapor density

3.45 (vs air)

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.

Application

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

Legal Information

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319

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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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)
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
Richard A Bourne et al.
Chemical communications (Cambridge, England), (44)(44), 4632-4634 (2007-11-09)
Phase behaviour is manipulated during the hydrogenation of aqueous levulinic acid in supercritical CO(2) to separate almost pure gamma-valerolactone from water and unreacted acid with reduced energy requirements compared to conventional processing.
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
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