A) anhydrides, esters, ethers
B) anhydrides, ethers, esters
C) ethers, anhydrides, esters
D) esters, ethers, anhydrides
Correct Answer: A
Solution :
[a] Weaker the base, better the leaving group and hence more is the reactivity of the compound. The relative basic character of the four groups is \[NH_{2}^{-}>O{{R}^{-}}>OCOCH_{3}^{-}>C{{l}^{-}}\] Thus the relative leaving ability of the four groups is \[NH_{2}^{-}>O{{R}^{-}}>OCOCH_{3}^{-}>C{{l}^{-}}\] Hence the relative reactivity of the four acyl derivatives toward nucleophile is \[\underset{Amide}{\mathop{R-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-N{{H}_{2}}}}\,<\underset{Ester}{\mathop{R-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-OR}}\,<\] \[\underset{Acid\,\,anhydride}{\mathop{R-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-OCOC{{H}_{3}}}}\,<\underset{Acidchloride}{\mathop{R-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-Cl}}\,\]
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