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Merck
CN

933856

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:
108-29-2
Molecular Weight:
100.12
NACRES:
NA.21
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
80420
MDL number:
MFCD00005400
Assay:
≥99%
Bp:
207-208 °C (lit.)
82-85 °C/10 mmHg (lit.)

Key Documents

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Product Name

γ-Valerolactone, BioRenewable, anhydrous, DMF and NMP substitute, ≥99%

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

vapor density

3.45 (vs air)

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

Aligned

Quality Level

200

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Features and Benefits

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

Application

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

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.

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT0582
SHBR4720
SHBQ9522

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Green solid-phase peptide synthesis 4. γ-Valerolactone and N-formylmorpholine as green solvents for solid phase peptide synthesis
Kumar A, et al.
Tetrahedron Letters, 58, 2986-2988 (2017)
γ-Valerolactone as an alternative biomass-derived medium for the Sonogashira reaction
Green Chemistry, 17, 1071-1076 (2015)
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)
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)
View All Related Papers

Articles

gamma Valerolactone Bio Based Dipolar Aprotic Solvent

Explore gamma-valerolactone (GVL) as a greener solvent replacing DMF, NMP, and DMAc in organic synthesis with efficiency and low toxicity.

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