Tert-Butyl acetate

Last updated
tert-Butyl acetate
Tert-Butylacetat.svg
Tert-Butyl acetate 3D ball.png
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 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C6H12O2/c1-5(7)8-6(2,3)4/h1-4H3 Yes check.svgY
    Key: WMOVHXAZOJBABW-UHFFFAOYSA-N Yes check.svgY
  • 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
AppearanceColorless liquid
Odor Fruity
Density 0.8593 g/cm3 [1]
Boiling point 97.8 °C (208.0 °F; 370.9 K) [1]
0.8 wt% at 22 °C
Solubility in ether and ethanol Miscible [1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable
Flash point 22 °C; 72 °F; 295 K [2]
Explosive limits From 1.5% to unknown [2]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 200 ppm (950 mg/m3) [2]
REL (Recommended)
TWA 200 ppm (950 mg/m3) [2]
IDLH (Immediate danger)
1500 ppm [2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 in the production of lacquers, enamels, inks, adhesives, thinners and industrial cleaners. It has recently gained EPA volatile organic compound (VOC) exempt status. [3]

Contents

It is manufactured from acetic acid and isobutylene. [1] 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).

See also

References

  1. 1 2 3 4 tert-Butyl acetate (11th ed.). p. 236.{{cite book}}: |work= ignored (help)
  2. 1 2 3 4 5 NIOSH Pocket Guide to Chemical Hazards. "#0074". National Institute for Occupational Safety and Health (NIOSH).
  3. ↑ "Update: U.S. EPA Exempt Volatile Organic Compounds". American Coatings Association. 2018-01-30. Archived from the original on 2021-02-08. Retrieved 2019-03-20.
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