Which of the following is most reactive towards nucleophilic substitution reaction?

Question

Which of the following is most reactive towards nucleophilic substitution reaction? (A) Ethyl acetate (B) Acetic anhydride (C) Acetamide (D) Acetyl chloride

Tardigrade Admin · Accepted Answer

The order of reactivity of acid derivatives towards different reactions decreases in the order,

RCOCl > (RCO)_{2} O > RCOO R^{'} > RCON H_{2}

In other words, the reactivity decreases as the basicity of the leaving group increases i.e.,

C l^{-} < RCO O^{-} < R O^{-} < N H_{2}^{-}

Q. Which of the following is most reactive towards nucleophilic substitution reaction?

Ethyl acetate

Acetic anhydride

Acetamide

Acetyl chloride

The order of reactivity of acid derivatives towards different reactions decreases in the order, RCOCl>(RCO)2​O>RCOOR′>RCONH2​ In other words, the reactivity decreases as the basicity of the leaving group increases i.e., Cl−<RCOO−<RO−<NH2−​

The order of reactivity of acid derivatives towards different reactions decreases in the order,

$RCOCl > (RCO)_{2} O > RCOO R^{'} > RCON H_{2}$

In other words, the reactivity decreases as the basicity of the leaving group increases i.e.,

$C l^{-} < RCO O^{-} < R O^{-} < N H_{2}^{-}$