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Ethyl acetate
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Ethyl acetate : ウィキペディア英語版
Ethyl acetate

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Ethyl acetate (systematically, ethyl ethanoate, commonly abbreviated EtOAc or EA) is the organic compound with the formula CH3-COO-CH2-CH3, simplified to C4H8O2. This colorless liquid has a characteristic sweet smell (similar to pear drops) and is used in glues, nail polish removers, decaffeinating tea and coffee, and cigarettes (see list of additives in cigarettes). Ethyl acetate is the ester of ethanol and acetic acid; it is manufactured on a large scale for use as a solvent. The combined annual production in 1985 of Japan, North America, and Europe was about 400,000 tons.〔Wilhelm Riemenschneider, Hermann M. Bolt "Esters, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. . Article Online Posting Date: April 30, 2005〕 In 2004, an estimated 1.3M tons were produced worldwide.
==Production==
Ethyl acetate is synthesized in industry mainly via the classic Fischer esterification reaction of ethanol and acetic acid. This mixture converts to the ester in about 65% yield at room temperature:
:CH3CH2OH + CH3COOH → CH3COOCH2CH3 + H2O
The reaction can be accelerated by acid catalysis and the equilibrium can be shifted to the right by removal of water. It is also prepared in industry using the Tishchenko reaction, by combining two equivalents of acetaldehyde in the presence of an alkoxide catalyst:
:2 CH3CHO → CH3COOCH2CH3
Silicotungstic acid is used to manufacture ethyl acetate by the alkylation of acetic acid by ethylene:
:C2H4 + CH3CO2H → CH3CO2C2H5

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