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General
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Ethyl
acetate is the organic compound with the formula CH3COOCH2CH3.
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It is
also called as ethyl ethanoate, commonly abbreviated EtOAc or EA.
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This
colorless liquid has a characteristic, not unpleasant smell (similar to
pear drops) like certain glues or nail polish removers, in which it is
used.
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Ethyl
acetate is a moderately polar solvent that has the advantages of being
volatile, relatively non-toxic, and non-hygroscopic.
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Ethyl
acetate can dissolve up to 3% water and has a solubility of 8% in water
at room temperature. At elevated temperature its solubility in water is
higher. It is unstable in the presence of strong aqueous bases and
acids.
Process
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Ethyl
acetate is synthesized via the Fischer esterification reaction from
ethanol and acetic acid, typically in the presence of an acid catalyst
such as concentrated sulfuric acid.
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It can
also be prepared through Tishchenko reaction, by combining two
equivalents of acetaldehyde in the presence of an alkoxide base as
catalyst. This way is a commercial method of producing ethyl acetate.
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Industrially, ethyl acetate can be produced by the catalytic
dehydrogenation of ethanol.
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The
main method to manufacture ethyl acetate involves the esterification of
ethanol with acetic acid although some is produced by the catalytic
condensation of acetaldehyde with alkoxides.
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Solutia obtains ethyl acetate as a coproduct in production of polyvinyl
alcohol, which the company uses captively in the manufacture of
polyvinyl butyral.
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Wyoming bentonite, exchanged with cations of high charge density, is an
efficient and selective catalyst for the production of ethyl acetate.
Uses
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Ethyl
acetate is primarily used as a solvent. It is commonly used to dissolve
the pigments for nail varnishes, and is responsible for the
solvent-effect of some nail varnish remover.
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Industrially it is used to decaffeinate coffee beans and tea leaves. It
is also used in paints as an activator or hardener.
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In the
laboratory, mixtures of ethyl acetate and other solvents are commonly
used in chromatography. It is also used as a solvent for extractions.
Ethylacetate is rarely selected as a reaction solvent because it is
prone to hydrolysis.
Market
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Ethyl
acetate exports were increasing at a rate even higher than the domestic
demand decline, 6.5 percent. The market, however, was balanced by a
decline in imported material, amounting to -6.8 percent annually.
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Global
demand is expected to grow at 3-4%/year because of strong demand for
surface coatings and as a replacement for restricted solvents.
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As
with industrial coatings, the decline in its use because of
environmental constraints has largely been completed and future growth
in the US is estimated to be a healthier 2.5%/year.
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Around
60% of ethyl acetate in the US is consumed as a solvent in a variety of
coating formulations. These coatings are used for wood furniture and
fixtures, agricultural, construction and mining equipment, containers
and closures, auto refinishing, and maintenance and marine applications.
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Southeast Asia and China are expected to become the most important
regions globally for ethyl acetate production and consumption. The
Southeast Asian paints and coatings market is expected to grow at
5-6%/year.
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