sec-Butyl acetate

sec-Butyl acetate
Names
Other names
sec-butyl ester;
s-butyl acetate;
2-butyl acetate;
sec-Butyl ester of acetic acid;
1-Methylpropyl acetate
Identifiers
105-46-4 
ChemSpider 7472 Yes
Jmol-3D images Image
PubChem 7758
Properties
C6H12O2
Molar mass 116.16 g/mol
Appearance clear, liquid
Odor fruity[1]
Density 0.87 g/cm3, liquid
Melting point −99 °C (−146 °F; 174 K)
Boiling point 112 °C (234 °F; 385 K)
0.80 g/100 mL
Vapor pressure 10 mmHg[1]
Hazards
MSDS External MSDS
Main hazards Flammable
Flash point 17 °C; 62 °F; 290 K[1]
Explosive limits 1.7%-9.8%[1]
US health exposure limits (NIOSH):
TWA 200 ppm (950 mg/m3)[1]
TWA 200 ppm (950 mg/m3)[1]
1700 ppm[1]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

sec-Butyl acetate, or s-butyl acetate, is a solvent commonly used as a solvent in lacquers and enamels, where it is used in the production of acyclic polymers, vinyl resins, and nitrocellulose.[2] It is a clear flammable liquid with a sweet smell.[3]

sec-Butyl acetate has three isomers that are also acetate esters: n-butyl acetate, isobutyl acetate, and tert-butyl acetate.

History

The first method of production of sec-butyl acetate was the esterification of sec-butanol and acetic anhydride[4] It was experimentally determined and published in 1946 by Rolf Altschul.[5]

Toxicology

The LD50 for rats is 13 g/kg.[6] Exposure in humans to significant quantities of sec-butyl acetate can cause irritation to the eyes, mouth, throat, nose, and skin.[7] Ingestion and inhalation of sec-butyl acetate can cause central nervous system depression producing symptoms of dizziness and disorientation.[7]

References

  1. ↑ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 "NIOSH Pocket Guide to Chemical Hazards #0073". National Institute for Occupational Safety and Health (NIOSH).
  2. ↑ "Acetic acid", Ullman's encyclopedia of industrial chemistry (2003, 6th ed., Vol. 1, pp. 170–171). Weinheim, Germany: Wiley-VCH.
  3. ↑ Howard, H. H. (1993). sec-Butyl acetate. In Handbook of environmental fate and exposure data for organic chemists (Vol. 5, pp. 60-65). Chelsea, MI: Lewis.
  4. ↑ Altschul, R. (1946). "The Reversible Esterification of Carboxylic Acids with Isobutene and Trimethylethylene. Quantitative Studies and Synthetic Applications", Journal of the American Chemical Society, 68(12), 2605-2609.
  5. ↑ O'Neil, M. J. (Ed.) (2001). sec-Butyl Acetate. In The Merck index: An encyclopedia of chemicals, drugs, and biologicals (13th ed., pg. 1539). Whitehouse Stations, NJ: Merck.
  6. ↑ Canadian Center for Occupational Health and Safety. (1996). 2-Butyl acetate. Retrieved February 20, 2009, from CHEMINFO database.
  7. ↑ 7.0 7.1 International Programme on Chemical Safety. (2003). sec-Butyl acetate. Retrieved February 20, 2009, from INCHEM database.

External links