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γ-Valerolactone

Catalog Number
ACM108292
Product Name
γ-Valerolactone
Structure
CAS
108-29-2
Category
Monomers
Synonyms
Pentanoic acid, 4-hydroxy-, .γ.-lactone;gamma-valerolactone;5-Methyldihydrofuran-2(3H)-one;γ-Valerolactone;
Description
γ-Valerolactone (GVL) is an organic compound with the formula C5H8O2. This Colorless liquid is one of the more common lactones. GVL is chiral but is usually used as the racemate. It is readily obtained from cellulosic biomass and is a potential fuel and green solvent.GVL behaves as a prodrug to γ-hydroxyvaleric acid (GHV), a drug with similar effects to those of γ-hydroxybutyric acid (GHB), albeit with less potentcy in comparison. Because GHB is controlled in many parts of the world, while GVL is not, GVL has gained popularity as a legal substitute for GHB.
IUPAC Name
5-methyloxolan-2-one
Molecular Weight
100.12g/mol
Molecular Formula
C5H8O2
Canonical SMILES
CC1CCC(=O)O1
InChI
InChI=1S/C5H8O2/c1-4-2-3-5(6)7-4/h4H,2-3H2,1H3
InChI Key
GAEKPEKOJKCEMS-UHFFFAOYSA-N
Boiling Point
405 to 406 °F at 760 mm Hg (NTP, 1992)
Melting Point
-31ºC
Flash Point
96ºC
Density
1.05
Solubility
greater than or equal to 100 mg/mL at 72° F (NTP, 1992);miscible with alcohol, most fixed oils and water
Appearance
Colorless to pale yellow clear liquid
Complexity
88.1
Covalently-Bonded Unit Count
1
EC Number
203-569-5
Exact Mass
100.052429g/mol
Formal Charge
0
Heavy Atom Count
7
Log P
0.71190
MDL Number
MFCD00005400
MeSH Entry Terms
4-valerolactone;gamma-valerolactone
Monoisotopic Mass
100.052429g/mol
NSC Number
33700
Refractive Index
1.432-1.434
Rotatable Bond Count
0
Stability
Stable at room temperature in closed containers under normal storage and handling conditions.
Storage Conditions
Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container.
UN Number
1224
Vapor Density
3.45 (NTP, 1992) (Relative to Air)
Vapor Pressure
0.235mmHg at 25°C
XLogP3
0.6
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