1,2-Butanediol
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1,2-Butanediol is the organic compound with the formula HOCH2(HO)CHCH2CH3. It is classified as a vic-diol (glycol). It is chiral, although typically it is encountered as the racemic mixture. It is a colorless liquid.
Preparation
This diol was first described by Charles-Adolphe Wurtz in 1859.
It is produced industrially by hydration of 1,2-epoxybutane.
This process requires a ten- to twenty-fold excess of water to suppress the formation of polyethers. Depending on the amount of excess water, the selectivity varies from 70 to 92%. Sulfuric acid or strongly acidic ion exchange resins may be used as catalysts, which allows the reaction to occur under 160°C and at slightly above atmospheric pressure.
1,2-Butanediol is a byproduct of the production of 1,4-butanediol from butadiene. It is also a byproduct of the catalytic hydrocracking of starches and sugars such as sorbitol to ethylene glycol and propylene glycol.
It can also be obtained from the dihydroxylation of but-1-ene by OsO4.
Applications
It has been patented for the production of polyester resins and plasticizers. It is a potential feedstock for the industrial production of α-ketobutyric acid, a precursor to some amino acids.
Safety
The LD50 (rats, oral) is 16g/kg.
Notes
External links
- from theOrganisation for Economic Co-operation and Development(OECD)