A laboratory synthesis generates ethyl acetate according to the balanced equation…

CHEMISTRY · Multi-part · CBSE · Chemistry · Thermodynamics · Thermodynamics

Problem

A laboratory synthesis generates ethyl acetate according to the balanced equation CH3COOH (l)+C2H5OH (l)→CH3COOC2H5 (l)+H2O (l)\text{CH}_3\text{COOH}\,(l) + \text{C}_2\text{H}_5\text{OH}\,(l) \rightarrow \text{CH}_3\text{COOC}_2\text{H}_5\,(l) + \text{H}_2\text{O}\,(l) Selected absolute molar entropies at 298 K are listed.
SubstanceS∘S^\circ (J mol−1^{-1} K−1^{-1})
CH3COOH (l)\text{CH}_3\text{COOH}\,(l)159
C2H5OH (l)\text{C}_2\text{H}_5\text{OH}\,(l)161
CH3COOC2H5 (l)\text{CH}_3\text{COOC}_2\text{H}_5\,(l)274
H2O (l)\text{H}_2\text{O}\,(l)70
(a) Calculate the standard entropy change, ΔS298∘\Delta S^\circ_{298}, for the synthesis of ethyl acetate. Include appropriate units. (b) Benzoic acid, C6H5COOH (s)\text{C}_6\text{H}_5\text{COOH}\,(s), can react with ethanol in an analogous esterification. Predict, with justification, whether the sign of ΔS∘\Delta S^\circ for that reaction is likely to be more positive, less positive, or approximately the same as the value you calculated in part (a). (c) Explain how the magnitude and sign of ΔS∘\Delta S^\circ for an esterification influence industrial decisions about operating temperature when maximizing product yield.

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