sec-Butyl acetate

*sec*-Butyl acetate
Names
	Other names acetic acid, sec-butyl ester;; s-butyl acetate; 2-butyl acetate
Identifiers
CAS Number	105-46-4;
3D model (JSmol)	Interactive image;
ChemSpider	7472 ;
ECHA InfoCard	100.003.001
PubChem CID	7758;
CompTox Dashboard (EPA)	DTXSID0047612 ;
	InChI InChI=1S/C6H12O2/c1-4-5(2)8-6(3)7/h5H,4H2,1-3H3 Key: DCKVNWZUADLDEH-UHFFFAOYSA-N ; InChI=1/C6H12O2/c1-4-5(2)8-6(3)7/h5H,4H2,1-3H3 Key: DCKVNWZUADLDEH-UHFFFAOYAV;
	SMILES O=C(OC(C)CC)C;
Properties
Chemical formula	C6H12O2
Molar mass	116.16 g/mol
Appearance	clear, liquid
Density	0.87 g/cm3, liquid
Melting point	−99 °C (−146 °F; 174 K)
Boiling point	112 °C (234 °F; 385 K)
Solubility in water	0.80 g/100 mL
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Flammable
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) 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 ^[1]. It is a clear flammable liquid with a sweet smell^[2].

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^[3] It was experimentally determined and published in 1946 by Rolf Altschul^[4].

Toxicology

The LD₅₀ for rats is 13 g/kg ^[5]. Exposure in humans to significant quantities of sec-butyl acetate can cause irritation to the eyes, mouth, throat, nose, and skin^[6]. Ingestion and inhalation of sec-butyl acetate can cause central nervous system depression producing symptoms of dizziness and disorientation^[6].

References

^ "Acetic acid", Ullman's encyclopedia of industrial chemistry (2003, 6th ed., Vol. 1, pp. 170–171). Weinheim, Germany: Wiley-VCH.
^ 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.
^ 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.
^ 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.
^ Canadian Center for Occupational Health and Safety. (1996). 2-Butyl acetate. Retrieved February 20, 2009, from CHEMINFO database.
^ ^a ^b International Programme on Chemical Safety. (2003). sec-Butyl acetate. Retrieved February 20, 2009, from INCHEM database.

External links

[1] "Acetic acid", Ullman's encyclopedia of industrial chemistry (2003, 6th ed., Vol. 1, pp. 170–171). Weinheim, Germany: Wiley-VCH.

[2] 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.

[3] 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.

[4] 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.

[5] Canadian Center for Occupational Health and Safety. (1996). 2-Butyl acetate. Retrieved February 20, 2009, from CHEMINFO database.

[inchem-6] International Programme on Chemical Safety. (2003). sec-Butyl acetate. Retrieved February 20, 2009, from INCHEM database.

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