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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
Beilstein:
80420
EC Number:
203-569-5
MDL number:
MFCD00005400
UNSPSC Code:
12352100
PubChem Substance ID:
24900745
NACRES:
NA.22

Key Documents

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vapor density

3.45 (vs air)

product line

ReagentPlus®

Assay

99%

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

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.

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.

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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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)
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
Catalytic conversion of biomass-derived carbohydrates into gamma-valerolactone without using an external H2 supply.
Li Deng et al.
Angewandte Chemie (International ed. in English), 48(35), 6529-6532 (2009-07-25)
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