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gamma-Valerolactone[1]
Gamma-valerolactone.png
IUPAC name
Other names 4-Pentanolide,
4-Valerolactone,
4-Pentalactone,
4-Hydroxypentanoic acid lactone
Identifiers
CAS number 108-29-2 Yes check.svgY
PubChem 7921
SMILES
Properties
Molecular formula C5H8O2
Molar mass 100.116
Appearance colorless liquid
Density 1.0465 g/mL
Melting point

-31 °C, 242 K, -24 °F

Boiling point

207-208 °C

Solubility in water >=100 mg/mL
 Yes check.svgY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

gamma-Valerolactone is an organic compound with the formula CH3CH(CH2)3CO2. This colourless liquid is one of the more common lactones. It is a structural isomer of gamma-butyrolactone. Because of its herbal odor, it is used in the perfume and flavor industries.[2]

Contents

Potential applications

gamma-Valerolactone is promising building "green" liquid fuel. Levulinic acid, a derivative of glucose and other sugars, can be hydrogenated and the product cyclized to give gamma-valerolactone, a potential liquid fuel.[3]

Illicit uses

gamma-Valerolactone is sometimes abused as an analogue of GHB.[4]

See also

References

  1. ^ NIH National Toxicology Program
  2. ^ GoodScentsCompany.com
  3. ^ George W. Huber, Sara Iborra, and Avelino Corma "Synthesis of Transportation Fuels from Biomass: Chemistry, Catalysts, and Engineering" Chemical Reviews 2006, volume 106, 4044-4098. doi:10.1021/cr068360d.
  4. ^ Anderson IB, Kim SY, Dyer JE, Burkhardt CB, Iknoian JC, Walsh MJ, Blanc PD. Trends in gamma-hydroxybutyrate (GHB) and related drug intoxication: 1999 to 2003. Annals of Emergency Medicine 2006 Feb;47(2):177-83. PMID 16431231







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