Q. Which of the following compounds will be most reactive towards nucleophilic addition reaction?
A) $CH_{3}COCH_{2}CH_{2}CH_{2}CH_{3}$
B) $CH_{3}CH_{2}COCH_{2}CH_{2}CH_{3}$
C) $CH_{3}CH_{2}CH_{2}CH_{2}CH_{2}CHO$
D) $CH_{3} - CH_{2} - CO - CH - CH_{3}$
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$\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ CH_{3}$
Explanation
(c)
The case with which a nucleophile attacks the carbonyl groups depends upon the electron-deficiency, $i.e,$ magnitude of the positive charge on the carbonyl carbon. Since, an alkyl groups has electron-donating inductive effect. $( + I\ effect),\$therefore, greater the number of alkyl groups attached to the carbonyl groups greater is the electron-density on the carbonyl carbon and hence, lower is its reactivity towards nucleophilic addition reactions.
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Reviewed by Dr. Abubacker
Physics Educator & NEET/JEE Specialist
Ph.D. in Physics with 19+ years of teaching experience.