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Merck
CN

V403

γ-Valerolactone

greener alternative

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:
108-29-2
Molecular Weight:
100.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24900745
EC Number:
203-569-5
Beilstein/REAXYS Number:
80420
MDL number:
MFCD00005400

Key Documents

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Product Name

γ-Valerolactone, ReagentPlus®, 99%

InChI key

GAEKPEKOJKCEMS-UHFFFAOYSA-N

InChI

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

SMILES string

CC1CCC(=O)O1

vapor density

3.45 (vs air)

product line

ReagentPlus®

assay

99%

Quality Level

100

Gene Information

human ... CYP1A2(1544)

greener alternative product characteristics

Safer Solvents and Auxiliaries
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

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.)

greener alternative category

Aligned

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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.

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.

Legal Information

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

Features and Benefits

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. GVL is a sustainable alternative to traditional organic solvents like NMP and DMF and this aligns with "Safer Solvents and Auxiliaries". Click here for more information.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

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

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1170
STBL3569
STBL1965
STBK8406
STBL0019

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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)
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
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.
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)
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