tert-Butyl acetate

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tert-Butyl acetate
Skeletal formula of tert-butyl acetate
Ball-and-stick model of the tert-butyl acetate molecule
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 Edit this at Wikidata
UNII
  • InChI=1S/C6H12O2/c1-5(7)8-6(2,3)4/h1-4H3 checkY
    Key: WMOVHXAZOJBABW-UHFFFAOYSA-N checkY
  • 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[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).
checkY verify (what is checkY☒N ?)

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].

It is manufactured from acetic acid and isobutylene.[1] While an attempt at Fischer esterification would lead to elimination of tert-butyl alcohol to isobutylene, it may also be synthesized in the laboratory by the Steglich esterification of acetic acid and tert-butyl alcohol.[4]

Butyl acetate has four isomers: tert-butyl acetate, n-butyl acetate, isobutyl acetate, and sec-butyl acetate.

See also

References

  1. ^ a b c d tert-Butyl acetate (11th ed.). p. 236. {{cite book}}: |work= ignored (help)
  2. ^ a b c d e 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. Retrieved 2019-03-20.
  4. ^ "Steglich Esterification". Organic Chemistry Portal. Retrieved 2020-06-26.

External links

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