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The equilibrium constant (Khydr) for hydration of acetone (CH3COCH3) is 2 x 10^-

ID: 939929 • Letter: T

Question

The equilibrium constant (Khydr) for hydration of acetone (CH3COCH3) is 2 x 10^-3. This translates into a very small percent conversion to the corresponding hydrate. Would you expect the (Khydr) for hexafluoroacetone (CF3COCF3) to be smaller or larger than that for acetone? Choose from the choices below.

The equilibrium constant (Kdr) for hydration of acetone (CH3COCH3) is 2 x10-3. This translates into a very small percent conversion to the corresponding hydrate. Would you expect the (Khyr) for hexafluoroacetone (CF3COCF3) to be smaller or larger than that for acetone? Choose from the choices below Smaller. The CF3 groups are bulky and will sterically repel each other when hexafluoracetone is in its hydrated form Larger. The CF3 groups are strongly electron-withdrawing, thus increasing the electrophilicity of the carbonyl carbon and making it more susceptible to nu O ilic attack Smaller. The CF3 groups are strongly electron-withdrawing, thus decreasing the electrophilicity of the carbonyl carbon and making it less susceptible to nucleophilic attack. O Larger. The CF3 groups are bulky and sterically repel each other in hexafluoracetone, thus increasing the electrophilicity of the carbonyl carbon and making it more susceptible to nucleophilic attack O

Explanation / Answer

Second option is correct

Due to strongly withdrawing CF3 groupshexaflouroacetone is attacked by water molecule to form geminal diol or exists in hydrate form.

Therefore Khyd will be greater for hexaflouroacetone

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