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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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100 G

$57.00

500 G

$245.00

$57.00


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About This Item

Empirical Formula (Hill Notation):
C5H8O2
CAS Number:
Molecular Weight:
100.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-569-5
Beilstein/REAXYS Number:
80420
MDL number:
Assay:
99%

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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

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

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This Item
W310301W240001W310311
assay

99%

assay

≥99%

assay

≥97%

assay

≥95%

Quality Level

100

Quality Level

400

Quality Level

400

Quality Level

300

mp

−31 °C (lit.)

mp

−31 °C (lit.)

mp

17-18 °C (lit.)

mp

−31 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

density

0.936 g/mL at 25 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

bp

207-208 °C (lit.), 82-85 °C/10 mmHg (lit.)

bp

207-208 °C (lit.), 82-85 °C/10 mmHg (lit.)

bp

130-132 °C/1.5 mmHg (lit.)

bp

207-208 °C (lit.), 82-85 °C/10 mmHg (lit.)

refractive index

n20/D 1.432 (lit.)

refractive index

n20/D 1.432 (lit.)

refractive index

n20/D 1.452 (lit.)

refractive index

n20/D 1.432 (lit.)

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.[1]
  • 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

signalword

Warning

hcodes

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)

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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)
Conversion of levulinic acid and formic acid into γ-valerolactone over heterogeneous catalysts.
Li Deng et al.
ChemSusChem, 3(10), 1172-1175 (2010-09-28)
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)
Jesse Q Bond et al.
Langmuir : the ACS journal of surfaces and colloids, 26(21), 16291-16298 (2010-06-02)
γ-Valerolactone (GVL) has been identified as a promising, sustainable platform molecule that can be produced from lignocellulosic biomass. The chemical flexibility of GVL has allowed the development of a variety of processes to prepare renewable fuels and chemicals. In the

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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