butyrolactone
Also known as 2-oxolanone, 4-butanolide, gamma-butyrolactone, tetrahydrofuran-2-one, 1,4-Lactone, oxolan-2-one, 2-Oxotetrahydrofuran, 1-Oxacyclopentan-2-one
γ-Butyrolactone (GBL) or '''gamma-butyrolactone''' is an organic compound with the formula . It is a hygroscopic, colorless, water-miscible liquid with a pleasant odor. It is the simplest 4-carbon lactone. It is mainly used as an intermediate in the production of other chemicals, such as N-methyl-2-pyrrolidone.
Chemical data
- Formula
- C4H6O2
- Molecular weight
- 86.09 g/mol
- IUPAC name
- oxolan-2-one
- SMILES
- C1CC(=O)OC1
- InChIKey
- YEJRWHAVMIAJKC-UHFFFAOYSA-N
- XLogP
- -0.6
- Polar surface area
- 26.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
7,714 papers~12 min read
Article
16 sectionsContents
- Occurrence
- Production and synthesis
- Reactions
- Polymerization
- Uses
- Pharmacology
- Pharmacokinetics
- Nutritional supplement
- Recreational drug
- Dangers
- Addictiveness and dependence
- Dose
- Legal status
- See also
- References
- External links
γ-Butyrolactone (GBL) or '''gamma-butyrolactone' is an organic compound with the formula . It is a hygroscopic, colorless, water-miscible liquid with a pleasant odor. It is the simplest 4-carbon lactone. It is mainly used as an intermediate in the production of other chemicals, such as N-methyl-2-pyrrolidone.
In humans, GBL acts as a prodrug for gamma-hydroxybutyric acid (GHB) and is often used as a recreational drug. GHB acts as a central nervous system (CNS) depressant with effects similar to those of barbiturates.