Butyl acetate

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n-Butyl acetate
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Abbreviations BuAcO
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UN number 1123
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Template:Longitem Template:Chem2
Molar mass Template:Chem molar mass
Appearance Colorless liquid
Odor Fruity
Density 0.8825Script error: No such module "String".g/cm3 (20Script error: No such module "String".°C)[1]
Melting point Template:Chembox CalcTemperatures
Boiling point Template:Chembox CalcTemperatures
Solubility Miscible in EtOH
Soluble in acetone, CHCl3[1]
log P 1.82[1]
Vapor pressure Template:Ubl
Template:Longitem 0.281Script error: No such module "String".L·atm/mol
Template:Longitem −77.47·10−6Script error: No such module "String".cm3/mol
Thermal conductivity Template:Ubl
Template:Longitem 1.3941 (20Script error: No such module "String".°C)[1]
Viscosity Template:Ubl
Template:Longitem 1.87 D (24 °C)[1]
Template:Longitem 225.11 J/mol·K[2]
Template:Longitem −609.6 kJ/mol[2]
Template:Longitem 3467 kJ/mol[2]
Template:Longitem Ethyl acetate
Propyl acetate
Amyl acetate
Template:Longitem Butanol

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n-Butyl acetate is an organic compound with the formula Template:Chem2. A colorless, flammable liquid, it is the ester derived from n-butanol and acetic acid. It is found in many types of fruit, where it imparts characteristic flavors and has a sweet smell of banana or apple. It is used as an industrial solvent.[3]

The other three isomers (four, including stereoisomers) of butyl acetate are isobutyl acetate, tert-butyl acetate, and sec-butyl acetate (two enantiomers).

Production and use

Butyl acetate is commonly manufactured by the Fischer esterification of butanol and acetic acid with the presence of sulfuric acid:[3]

File:Synthesis Butyl acetate.svg

Butyl acetate is mainly used as a solvent for coatings and inks.[3] It is a component of fingernail polish.[4]

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

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  1. a b c d e f g Template:CRC90
  2. a b c Acetic acid, butyl ester in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-06-28)
  3. a b c Template:Ullmann
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External links

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