gamma-Butyrolactone

$60.00

GBL Available

Formula: C4H6O2
Density: 1.13 g/cm³
Molar mass: 86.0891 g/mol
IUPAC ID: Dihydrofuran-2(3H)-one
Acidity (pKa): 4.5

Description

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GBL is a lactone. It is hydrolyzed under basic conditions, for example in a sodium hydroxide solution into sodium gamma-hydroxybutyrate, the sodium salt of gamma-hydroxybutyric acid. Under acidic conditions it forms an equilibrium mixture of both compounds. These compounds then may go on to form a polymer. When treated with a non-nucleophilic base, like lithium diisopropylamide, GBL can become an alpha-carbon nucleophile. The related compound caprolactone can be used to make a polyester in this manner.

Names
Preferred IUPAC name

Oxolan-2-one
Other names

Dihydrofuran-2(3H)-one
GBL
Butyrolactone
1,4-Lactone
4-Butyrolactone
4-Hydroxybutyric acid lactone
gamma-Hydroxybutyric acid lactone

Gamma-Butyrolactone (γ-butyrolactone or GBL) is a hygroscopic colorless liquid with a weak characteristic odor which is soluble in water. GBL is a common solvent and reagent in chemistry as well as being used as a flavoring, as a cleaning solvent, as a superglue remover, and as a solvent in some wet aluminum electrolytic capacitors. In humans it acts as a prodrug for GHB, and it is used as a recreational intoxicant with effects similar to alcohol.

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