Ethyl ester of acetic acid

SYNONYMS acetic acid ethyl ester, acetic ester, acetic ether, acetoxyethane, ethyl acetic ester, ethyl ester of acetic acid, ethyl ethanoate. 

Esters were formerly called compound ethers, and are sometimes named as such thus acetic ether is a name given to the ethyl ester of acetic acid. 

Ethyl Acetate, CH3.COOC2H5, the ethyl ester of acetic acid, is a colorless liquid of pleasant odor, which boils at 77° and has the specific gravity 0.9028 at It is soluble in 17 parts of water at 17.5°. It is formed as the result of the interaction of alcohol and acetic acid —... 

Finally, acescence in wine is linked to the presence of ethyl acetate, the ethyl ester of acetic acid, formed by the metabolism of aerobic acetic bacteria (Section 2.5.1). 

Synonyms/Trade Names Acetic ester, Acetic ether, Ethyl ester of acetic acid, Ethyl ethanoate... 

Ethyl Acetate An ethyl ester of acetic acid, CH3CO2CH2CH3. A colorless, fragrant, flammable liquid (autoignition temperature, 426°C). Toxic by inhalation and skin absorption. Derived by catalytic esterification of acetic acid with ethanol. Used as solvent in... 

The hydrolysis of ethyl acetate, prepared by the reaction of ethylene with acetic acid under pressure (154), and the hydrolysis of the ethyl ester of chlorosulfonic acid (155) have been considered and found to be of Httie industrial importance. 

Cellulose acetate, which is used in textiles and photographic film, is produced by reacting cellulose with acetic acid and acetic anhydride in the presence of sulfuric acid. Other esters of acetic acid, such as ethyl acetate and propyl acetate, are used in a variety of applications. 

Similar straight-line correlations between aqueous solubility and Nc or M have been found for certain homologous series of mono- and multifunctional compounds such as 1-alkanols, 2-alkanols [6], 2-alkanones [9], n-alkyl acetates [10], n-alkyl /3-ethoxypropionates [11], n-alkyl a-acetoxypropionates, and n-alkyl lactates [12]. In contrast, Sobotka and Kahn [13] have found significant deviations from simple linear correlations with Nc for the series of ethyl esters of monocarbonic acids. They report a zig zag curve caused by the relatively higher solubility of the members with odd values for Nq- The odd-even effect is discussed in detail by Burrows [14], with further examples provided. 

Preparation 199.—Ethyl Acetate [Ethyl ester of ethan acid], CH3.COOC2H5. C4H802. 88. 

Trichloroacetic acid decomposes in water, alcohol and aniline and other basic solvents but it does not decompose in non-basic solvents such as benzene, carbon tetrachloride, sulfuric and acetic acid. Furthermore, the ethyl ester of trichloroacetic acid dissolves in alcohol but it does not decompose. It is known that this ester does not ionize in alcohol. Trichloroacetic acid, the sodium salt, the barium salt, and the anilinium salt all decompose in water at the same rate and all give beautiful first order constants throughout the whole course of the reaction. It is known that all these salts... 

The ethyl ester of / -hydroxybenzoic acid was hydrogenated to give high yields of the saturated 4-hydroxy ester either over Pd-SrC03 in dioxane (see eq. 11.24)113 or ethyl acetate195 at 155-160°C, and over rhodium oxide at 50-65°C or over ruthenium oxide at 95-100°C in ethanol with small amounts of acetic acid (see eq. 11.25),114 under high hydrogen pressures. 

Acetals and ketals are readily prepared from carbonyl compounds and orthoformic esters in alcohol solution in the presence of a catalyst such as concentrated sulfuric acid, anhydrous hydrogen chloride, or ammonium chloride (60-95%)/ The reaction mixture must be neutralized before processing since the acetals are very sensitive to an acid hydrolysis. The methyl and ethyl esters of orthosilicic acid have been substituted for the ortfioformic esters with good results (70-90%) however, steps must be taken to remove compounds of silicon. ... 

Urethane.—This ethyl ester of carbamic acid is known as urethane. Ammonium carbamate is the intermediate product in the relationship between ammonium carbonate and carbamide, analogous to that between ammonium acetate and acetamide. 

The ethyl ester is prepared by adding an aqueous solution of mercuric acetate (3 36 grams in 100 c.c.) to the ethyl ester of cyanoacetic acid in methyl alcohol (2 4 grams in 60 c.c.), when 6-2 grams of the ester separate as a snow-white crystalline precipitate. The methyl ester is also crystalline and prepared in a similar manner. 

Ester Gums. These are the glyceryl, methyl, and ethyl esters of rosin acids. They are made by heating rosin and the alcohol under pressure until condensation takes place. The gums are insol in water, but sol in amyl acetate, some oils, turpentine, carbon tetrachloride, etc. 

The narcotic effects of n-butyl acetate is greater than the lower alkyl esters of acetic acid. Also, the toxicities and irritant actions are somewhat greater than n-propyl, isopropyl, and ethyl acetates. Exposnre to its vapors at about 2000 ppm caused mild irritation of the eyes and salivation in test animals. A 4-honr exposnre to 14,000 ppm was fatal to gninea pigs. In hnmans, inhalation of 300-400 ppm of n-bntyl acetate may pro-dnce moderate irritation of the eyes and throat, and headache. 

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