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933856

Sigma-Aldrich

γ-Valerolactone

greener alternative

BioRenewable, anhydrous, DMF and NMP substitute, ≥99%

Synonym(s):

4,5-Dihydro-5-methyl-2(3H)-furanone, GVL, 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:
Molecular Weight:
100.12
Beilstein:
80420
MDL number:
UNSPSC Code:
12352100
NACRES:
NA.21

vapor density

3.45 (vs air)

Quality Level

Assay

≥99%

form

liquid

greener alternative product characteristics

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

sustainability

Greener Alternative Product

impurities

≤50 ppm water

color

colorless to light yellow

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

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

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General description

We are committed to providing environmentally friendly products, and γ-Valerolactone (GVL) is a prime example of our dedication to this effort. GVL is a bio-based solvent derived from renewable sources, which makes it a sustainable alternative to traditional organic solvents like NMP and DMF. GVL aligns with the principles of "Use of Renewable Feedstocks" and "Safer Solvents and Auxiliaries" and offers exceptional solubility properties. As a result, it is an effective solvent for various applications, such as chemical synthesis. GVL is non-toxic, non-irritating, and biodegradable, making it a safe and eco-friendly choice for both consumers and the environment. Overall, γ-Valerolactone is an excellent option for companies and researchers seeking to reduce their environmental footprint while still delivering high-quality products.

Application

  • Peptide synthesis
  • Cross-coupling reactions
  • Nonaqueous redox-flow batteries
  • Polymerization reaction
  • Extraction

Features and Benefits

  • Bio-based
  • Made from Renewable Resource - rice
  • Biodegradable
  • Non-toxic
  • Low vapor pressure

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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


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γ-Valerolactone as a Green Solvent for Extracting Carboxylic Acids and Alcohols from n-Tetradecane: Equilibrium Data for Model Systems at 298.15 K
Carlos E. S. Dantas and Roberta Ceriani
Journal of Chemical and Engineering Data, Volume 67, Issue 6, 1460?1473-1460?1473 (2022)
Greening Fmoc/tBu solid-phase peptide synthesis
Musaimi O A, et al.
Green Chemistry, 22, 996-1018 (2020)
γ-Valerolactone (GVL): An eco-friendly anchoring solvent for solid-phase peptide synthesis
Musaimi O A, et al.
Tetrahedron Letters, 60, 151058-151058 (2019)
Nonaqueous redox-flow batteries: organic solvents, supporting electrolytes, and redox pairs
Ke Gong, Qianrong Fang, Shuang Gu, Sam Fong Yau Li and Yushan Yan
Energy & Environmental Science, 8, 3515-3530 (2015)
γ-Valerolactone as an alternative biomass-derived medium for the Sonogashira reaction
Green Chemistry, 17, 1071-1076 (2015)

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