tert-Butyl acetate

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 in the production of lacquers, enamels, inks, adhesives, thinners and industrial cleaners. It has recently gained EPA volatile organic compound (VOC) exempt status.

tert-Butyl acetate
Names
Preferred IUPAC name
tert-Butyl acetate
Other names
  • Acetic acid tert-butyl ester
  • t-Butyl acetate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.965
UNII
  • InChI=1S/C6H12O2/c1-5(7)8-6(2,3)4/h1-4H3 Y
    Key: WMOVHXAZOJBABW-UHFFFAOYSA-N Y
  • InChI=1/C6H12O2/c1-5(7)8-6(2,3)4/h1-4H3
    Key: WMOVHXAZOJBABW-UHFFFAOYAQ
  • O=C(OC(C)(C)C)C
Properties
C6H12O2
Molar mass 116.160 g·mol−1
Appearance Colorless liquid
Odor Fruity
Density 0.8593 g/cm3
Boiling point 97.8 °C (208.0 °F; 370.9 K)
0.8 wt% at 22 °C
Solubility in ether and ethanol Miscible
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Flammable
Flash point 22 °C; 72 °F; 295 K
Explosive limits From 1.5% to unknown
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 200 ppm (950 mg/m3)
REL (Recommended)
 TWA 200 ppm (950 mg/m3)
IDLH (Immediate danger)
 1500 ppm
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

It is manufactured from acetic acid and isobutylene. An attempt at Fischer esterification would lead to elimination of tert-butyl alcohol to isobutylene.

Butyl acetate has four isomers (or five, including stereoisomers): tert-butyl acetate, n-butyl acetate, isobutyl acetate, and sec-butyl acetate (two enantiomers).

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