Butyl acetate

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For other uses, see Butyl acetate (disambiguation).

n-Butyl acetate


IUPAC name Butyl acetate
Systematic name Butyl ethanoate
Other names · Acetic acid, n-butyl ester · Butile
Identifiers
CAS number	123-86-4^Y
PubChem	31272
ChemSpider	29012^Y
UNII	464P5N1905^Y
KEGG	C12304^Y
ChEBI	CHEBI:31328^Y
ChEMBL	CHEMBL284391^Y
Jmol-3D images	Image 1
SMILES CCCCOC(=O)C
InChI InChI=1S/C6H12O2/c1-3-4-5-8-6(2)7/h3-5H2,1-2H3^Y Key: DKPFZGUDAPQIHT-UHFFFAOYSA-N^Y InChI=1/C6H12O2/c1-3-4-5-8-6(2)7/h3-5H2,1-2H3 Key: DKPFZGUDAPQIHT-UHFFFAOYAF
Properties
Molecular formula	C₆H₁₂O₂
Molar mass	116.16 g mol⁻¹
Appearance	Colorless liquid with fruity odor
Density	0.88 g/cm³^[1]
Melting point	−77 °C; −107 °F; 196 K (^[1])
Boiling point	127 °C; 261 °F; 400 K (^[1])
Solubility in water	10 g/L (20.0 °C)^[1]
Refractive index (n_D)	1.394 (20.0 °C)
Hazards
Main hazards	Flammable
Flash point	27 °C (81 °F)^[1]
Related compounds
Related acetates	propyl acetate amyl acetate
Related compounds	butanol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

n-Butyl acetate, also known as butyl ethanoate, is an organic compound commonly used as a solvent in the production of lacquers and other products. It is a colorless flammable liquid. Butyl acetate is found in many types of fruit, where along with other chemicals it imparts characteristic flavors and has a sweet smell of banana or apple. It is used as a synthetic fruit flavoring in foods such as candy, ice cream, cheeses, and baked goods.

The other three isomers of butyl acetate are: isobutyl acetate, tert-butyl acetate, and sec-butyl acetate.

Production

Butyl acetates are commonly manufactured by the Fischer esterification of a butanol isomer and acetic acid with the presence of catalytic sulfuric acid under reflux conditions.^[2]

Occurrence in nature

Apples, especially of the Red Delicious variety, are flavored in part by this chemical. The alarm pheromones emitted by the Koschevnikov gland of honey bees contain butyl acetate.

References

↑ 1.0 1.1 1.2 1.3 1.4 Record in the GESTIS Substance Database from the IFA
↑ Acetic acid. (2003). In Ullman's encyclopedia of industrial chemistry (6th ed., Vol. 1, pp. 170-171). Weinheim, Germany: Wiley-VCH.

External links

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