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The equilibrium constant (Khydr) for hydration of acetone (CH3COCH3) is 2×10-3. This translates into a very small percent conversion to the corresponding hydrate. Would you expect the (Knydr) for hexafluoroacetone (CF3COCF3) to be smaller or larger than that for acetone? Choose from the choices below. l See Periodic Table O See Hint Choose one: O Smaller. The CF3 groups are bulky and will sterically repel each other when hexafluoracetone is in its hydrated form. O Larger. The CF3 groups are strongly electron-withdrawing, thus increasing the electrophilicity of the carbonyl carbon and making it more 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 Smaller. The CF3 groups are strongly electron-withdrawing, thus decreasing the electrophilicity of the carbonyl carbon and making it less susceptible to nucleophilic attack.

The equilibrium constant (Khydr) for hydration of acetone (CH3COCH3) is 2×10-3. This translates into a very small percent conversion to the corresponding hydrate. Would you expect the (Knydr) for hexafluoroacetone (CF3COCF3) to be smaller or larger than that for acetone? Choose from the choices below. l See Periodic Table O See Hint Choose one: O Smaller. The CF3 groups are bulky and will sterically repel each other when hexafluoracetone is in its hydrated form. O Larger. The CF3 groups are strongly electron-withdrawing, thus increasing the electrophilicity of the carbonyl carbon and making it more 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 Smaller. The CF3 groups are strongly electron-withdrawing, thus decreasing the electrophilicity of the carbonyl carbon and making it less susceptible to nucleophilic attack.

Chemistry: Principles and Practice
Chemistry: Principles and Practice
3rd Edition
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Chapter12: Solutions
Section: Chapter Questions
Problem 12.55QE
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The equilibrium constant (Khvde) for hydration of acetone (CH3COCH3) is 2×10-3. This translates into a very small percent conversion to the corresponding hydrate. Would you expect the (Kryde) for hexafluoroacetone (CF3COCF3) to be smaller or larger than that for acetone? Choose from the choices below. See Periodic Table O See Hint Choose one: O Smaller. The CF3 groups are bulky and will sterically repel each other when hexafluoracetone is in its hydrated form. O Larger. The CF3 groups are strongly electron-withdrawing, thus increasing the electrophilicity of the carbonyl carbon and making it more 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 Smaller. The CF3 groups are strongly electron-withdrawing, thus decreasing the electrophilicity of the carbonyl carbon and making it less susceptible to nucleophilic attack.
Transcribed Image Text:The equilibrium constant (Khvde) for hydration of acetone (CH3COCH3) is 2×10-3. This translates into a very small percent conversion to the corresponding hydrate. Would you expect the (Kryde) for hexafluoroacetone (CF3COCF3) to be smaller or larger than that for acetone? Choose from the choices below. See Periodic Table O See Hint Choose one: O Smaller. The CF3 groups are bulky and will sterically repel each other when hexafluoracetone is in its hydrated form. O Larger. The CF3 groups are strongly electron-withdrawing, thus increasing the electrophilicity of the carbonyl carbon and making it more 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 Smaller. The CF3 groups are strongly electron-withdrawing, thus decreasing the electrophilicity of the carbonyl carbon and making it less susceptible to nucleophilic attack.
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The correct option is second that is (Khydr) for hexafluoroacetone (CF3COCF3) is Larger than that for acetone. The CF3 groups are strongly electron withdrawing does increasing the electrophilicity of the carbonyl carbon and making it more susceptible to nucleophilic attack.

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