''tert''-Butyl acetate, ''t''-butyl acetate or TBAc is a colorless flammable liquid with a
camphor
Camphor () is a waxy, colorless solid with a strong aroma. It is classified as a terpenoid and a cyclic ketone. It is found in the wood of the camphor laurel ('' Cinnamomum camphora''), a large evergreen tree found in East Asia; and in the k ...
- 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
Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main componen ...
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
Fischer is a German occupational surname, meaning fisherman. The name Fischer is the fourth most common German surname. The English version is Fisher.
People with the surname A
* Abraham Fischer (1850–1913) South African public official
* ...
would lead to elimination
Elimination may refer to:
Science and medicine
* Elimination reaction, an organic reaction in which two functional groups split to form an organic product
*Bodily waste elimination, discharging feces, urine, or foreign substances from the bo ...
of tert-butyl alcohol 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 i ...
s): ''tert''-butyl acetate, ''n''-butyl acetate, isobutyl acetate, and ''sec''-butyl acetate (two enantiomer
In chemistry, an enantiomer ( /ɪˈnænti.əmər, ɛ-, -oʊ-/ ''ih-NAN-tee-ə-mər''; from Ancient Greek ἐνάντιος ''(enántios)'' 'opposite', and μέρος ''(méros)'' 'part') – also called optical isomer, antipode, or optical ant ...
s).
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