Rank the following compounds in order of increasing reactivity (least to most reactive)with respect to acyl substitution. I.methyl benzoate
II)benzoylchloride
III)benzamide
A)III

Question

Rank the following compounds in order of increasing reactivity (least to most reactive)with respect to acyl substitution. I.methyl benzoate
II)benzoylchloride
III)benzamide
A)III< I < II
B)II < I < III
C)II < III < I
D)I < III < II

Quizplus · Accepted Answer

The reactivity of compounds with respect to acyl substitution follows the order of leaving group ability. In this case, benzamide (III) has an amide group, which is a poor leaving group due to its strong resonance stabilization and basicity, making it the least reactive. Methyl benzoate (I) has an ester group, which is a better leaving group than an amide but not as good as a halide. Benzoyl chloride (II) has a chloride leaving group, which is the best leaving group among the three, making it the most reactive. Therefore, the order of increasing reactivity is benzamide (III) < methyl benzoate (I) < benzoyl chloride (II).

Rank the Following Compounds in Order of Increasing Reactivity (Least