Ethyl acetateGeneralPropertiesStructureHazardsSupplementary data pageRelated compounds
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IUPAC nameEthyl acetate
Systematic nameEthyl ethanoate
Other namesethyl ester, ethyl acetate, acetic ester, ester the ethanol
Molecular formulaC4H8O2
SMILESCCOC(C)=O
Molar mass88.105 g/mol
Appearancecolorless liquid
CAS number<141-78-6>
Density and phase0.897 g/cm³, liquid
Solubility in water8.3 g/100 mL (20 °C)
Solubility in ethanol, acetone, diethyl ether, benzeneMiscible
Melting point−83.6 °C (189.55 K)
Boiling point77.1 °C (350.25 K)
Critical temperature250.11 °C (523.26 K)
Viscosity0.426 cP at 25 °C
Dipole moment1.78 D
MSDSExternal MSDS
Main hazardsFlammable (F),Irritant (Xi)
NFPA 704

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R-phrasesR11, R36, R66, R67
S-phrasesS16, S26, S33
Flash point−4 °C
RTECS numberAH5425000
Structure andpropertiesn = 1.3720
ThermodynamicdataPhase behaviourSolid, liquid, gas
Spectral dataUV, IR, NMR, MS
Related carboxylate estersMethyl acetate,Butyl acetate
Related compoundsAcetic acid,ethanol
Except where noted otherwise, data are given for materials in their conventional state (at 25 °C, 100 kPa)

Ethyl acetate is an organic compound the is an ester acquired from the mix of ethanol and also acetic acid. Its chemical formula might be created as CH3CH2OC(O)CH3 or CH3CO2C2H5, and also chemists frequently abbreviate that name as EtOAc. That is a colorless liquid v a characteristics smell the is contempt sweet and also fruity.

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Contents


2 Properties
Ethyl acetate is made on a large scale for usage as a solvent, such as for pond polish and nail polishing removers. It is likewise useful in the process of decaffeination of coffee and also tea. It is an ingredient in confectionery and also perfumes, and it is added to paints to offer as one activator or hardener. Entomologists usage it for insect collection, preservation, and also study.

Occurrence in nature

Ethyl acetate is a by-product that fermentation and is existing in fruits and wines. At low concentrations, it deserve to enhance the taste of a wine, yet it is thought about a contaminant at reasonably high concentrations, together occurs as soon as wine is exposed come air for a prolonged period. When present at also high a concentration in wine, the is pertained to as an off-flavor.

Properties

Ethyl acetate is a center polar solvent that has actually the advantages of gift volatile, reasonably non-toxic, and non-hygroscopic. The is a weak hydrogen shortcut acceptor, and also is not a donor because of the lack of one acidic proton (that is, a hydrogen atom directly bonded come an electronegative atom such as fluorine, oxygen, or nitrogen). Ethyl acetate deserve to dissolve increase to three percent water and has a solubility of eight percent in water in ~ room temperature. At elevated temperature that is solubility in water is higher.

Reactions

Ethyl acetate can be hydrolyzed in acidic or an easy conditions to develop acetic acid and ethanol. However, the usage of an mountain catalyst (such as sulfuric acid) gives bad yields, because the front reaction is in equilibrium v the backward reaction.

To acquire high yields of the products, the is preferable to usage a stoichiometric lot of strong base, such as sodium hydroxide. This reaction gives ethanol and also sodium acetate, i m sorry is no able come react with ethanol any type of longer. The reaction may be composed as:

CH3CO2C2H5 + NaOH → C2H5OH + CH3CO2Na

Synthesis

Ethyl acetate is synthesized via the Fischer esterification reaction indigenous acetic acid and ethanol, generally in the visibility of an mountain catalyst such as sulfuric acid.

CH3CH2OH + CH3COOH → CH3COOCH2CH3 + H2O

Because the reaction is reversible and produces an equilibrium, the productivity is low uneven water is removed. In the laboratory, the ethyl acetate product can be isolated native water utilizing what is referred to as a Dean-Stark apparatus.

Uses

Ethyl acetate is widely employed together a solvent for nail varnishes and nail varnish removers.Industrially, that is supplied to decaffeinate coffee beans and tea leaves.It is provided in confectionery and perfumes. The is provided in perfumes due to the fact that it confers a fruity smell (as do plenty of esters) and evaporates quickly, leave the scent of the perfume top top the skin.It is offered in paints as an activator or hardener.

See also

References

External links

All links retrieved respectable 13, 2017.

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