in Q.80 ans. is B but i am getting it C . what is problem with my answer?
Dear Student,
The order of reactivity of acyl derivatives towards nucleophilic substitution is influenced by three factors:
Thus, based on these factors, the correct order of decreasing reactivity of the given acyl derivatives is:
RCOCl > RCOOR > RCONH2
Thus, option (B) is the correct answer.
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The order of reactivity of acyl derivatives towards nucleophilic substitution is influenced by three factors:
- The reactivity of the compounds decreases as the basicity of the leaving group increases. Weak bases are better leaving groups than strong bases .Thus, compounds containing weak leaving groups will be more reactive. According to the given example, the basicity order of the leaving groups is : Cl- < OR- < NH2-
- Resonance stabilization. Acetamide show higher resonance than acyl ester which is more stable than acyl chloride, because of resonance. Higher resonance leads to higher stability, which inturn leads to lesser reactivity.
- Polar nature of the functional group. Higher polarity of the functional group leads to creation of higher partial positive charge at the carbon centre which increases reactivity towards nucleophilic substitution. Electronegativity order : Cl > O > N
Thus, based on these factors, the correct order of decreasing reactivity of the given acyl derivatives is:
RCOCl > RCOOR > RCONH2
Thus, option (B) is the correct answer.
Hope this information will clear your doubts about this topic.
If you have any doubts just ask here on the ask and answer forum and our experts will try to help you out as soon as possible.
Also CLICK HERE and check out the POWER TIPS for JEE Advanced 2017.
Regards