Aldehydes and Ketones - Result Question 43

####53. Match each of the compounds given in Column I with the reaction(s) that they can undergo, given in Column II.

Column I Column II
alt text p. Nucleophilic substitution
alt text q. Elimination
alt text r. Nucleophilic addition
alt text s. Esterification with acetic anhydride
t. Dehydrogenation
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Answer:

Correct Answer: 53. $A \rightarrow p, q, t \quad B \rightarrow p, s, t \quad C \rightarrow r, s \quad D \rightarrow p$.

Solution:

Column I Column II
alt text Undergo nucleophilic substitution of $Br^-$ . Undergo elimination of HBr. Does not undergo nucleophilic addition. Does not esterify with acetic anhydride, can be dehydrogenated
alt text Undergo nucleophilic substitution with SOCl_2 , PCl_5 etc. Does not undergo elimination. Does not undergo nucleophilic addition. Undergo esterification with acetic anhydride. Undergo dehydrogenation to give C_6H_5CHO.
alt text Does not undergo nucleophilic substitution, there is no leaving group. Does not undergo elimination. Undergo nucleophilic addition at carbonyl carbon of —CHO. Undergo esterification with acetic anhydride. Does not undergo dehydrogenation.
alt text Undergo aromatic nucleophilic substitution (S_NAr) Does not undergo elimination, nucleophilic addition, esterification or dehydrogenation.


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