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V403

γ-Valerolactone

Name: γ-Valerolactone
Brand: ALDRICH

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

Assay:

99%

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Properties

vapor density

3.45 (vs air)

Quality Level

100

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)

Description

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

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319

pcodes

P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313

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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γ-Valerolactone-a sustainable liquid for energy and carbon-based chemicals

Horvath I, et al.

Green Chemistry, 10(2), 238-242 (2008)

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)

Gamma butyrolactone (GBL) and gamma valerolactone (GVL): similarities and differences in their effects on the acoustic startle reflex and the conditioned enhancement of startle in the rat.

Laureen J Marinetti et al.

Pharmacology, biochemistry, and behavior, 101(4), 602-608 (2012-02-22)

Gamma butyrolactone (GBL) is metabolized to gamma hydroxybutyrate (GHB) in the body. GHB is a DEA Schedule 1 compound; GBL is a DEA List 1 chemical. Gamma valerolactone (GVL) is the 4-methyl analog of GBL; GVL is metabolized to 4-methyl-GHB;

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Global Trade Item Number

SKU	GTIN
V403-100G	04061837480973
V403-500G	04061837480980