tert-Butyl acetate
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''tert''-Butyl acetate, ''t''-butyl acetate or TBAc is a colorless flammable liquid with a camphor- or blueberry-like smell. It is used as a
solvent A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for ...
in the production of lacquers, enamels, inks, adhesives, thinners and industrial cleaners. It has recently gained EPA
volatile organic compound Volatile organic compounds (VOCs) are organic compounds that have a high vapour pressure at room temperature. High vapor pressure correlates with a low boiling point, which relates to the number of the sample's molecules in the surrounding air, a ...
(VOC) exempt status. It is manufactured from acetic acid and
isobutylene Isobutylene (or 2-methylpropene) is a hydrocarbon with the chemical formula . It is a four-carbon branched alkene (olefin), one of the four isomers of butylene. It is a colorless flammable gas, and is of considerable industrial value. Producti ...
. An attempt at Fischer esterification would lead to elimination of
tert-butyl alcohol ''tert''-Butyl alcohol is the simplest tertiary alcohol, with a formula of (CH3)3COH (sometimes represented as ''t''-BuOH). Its isomers are 1-butanol, isobutanol, and butan-2-ol. ''tert''-Butyl alcohol is a colorless solid, which melts near ...
to
isobutylene Isobutylene (or 2-methylpropene) is a hydrocarbon with the chemical formula . It is a four-carbon branched alkene (olefin), one of the four isomers of butylene. It is a colorless flammable gas, and is of considerable industrial value. Producti ...
. Butyl acetate has four isomers (or five, including
stereoisomer In stereochemistry, stereoisomerism, or spatial isomerism, is a form of isomerism in which molecules have the same molecular formula and sequence of bonded atoms (constitution), but differ in the three-dimensional orientations of their atoms in ...
s): ''tert''-butyl acetate, ''n''-butyl acetate,
isobutyl acetate The chemical compound isobutyl acetate, also known as 2-methylpropyl ethanoate (IUPAC name) or β-methylpropyl acetate, is a common solvent. It is produced from the esterification of isobutanol with acetic acid. It is used as a solvent for lacque ...
, and ''sec''-butyl acetate (two enantiomers).


See also

* ''tert''-Butyl formate * PCBTF VOC Exempt


References


External links


ChemExpr.com
{{DEFAULTSORT:Butyl acetate, tert- Ester solvents Acetate esters Tert-butyl compounds Sweet-smelling chemicals