Which carbonyl group is most reactive for NAR | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(B) The reactivity of a carbonyl group towards nucleophilic addition depends on the electrophilicity of the carbonyl carbon. In the given molecule (in

Vedclass · Accepted Answer

$2$

Vedclass · Answer

(B) The reactivity of a carbonyl group towards nucleophilic addition depends on the electrophilicity of the carbonyl carbon. In the given molecule (indane$-1,2,3-$trione),the central carbonyl group (labeled $2$) is flanked by two other carbonyl groups. These adjacent carbonyl groups exert a strong electron-withdrawing effect,making the carbon at position $2$ highly electrophilic. Furthermore,the transition state resulting from the nucleophilic attack at the $2^{nd}$ carbonyl group experiences less electrostatic repulsion compared to the other positions,as the negative charge is better delocalized across the three oxygen atoms. Therefore,the $2^{nd}$ carbonyl group is the most reactive.

Which carbonyl group is most reactive for $NAR$ (Nucleophilic Addition Reaction)?

Similar Questions

Which of the following is least reactive towards nucleophilic addition?

Identify the compound $X$ in the following reaction.
Acetone $+ X \stackrel{\Delta}{\longrightarrow} CHI_3 \downarrow + CH_3COONa + 2 NaOH$

The starting material is $2,3-\text{dimethylbut-2-ene}$. It undergoes ozonolysis followed by reduction with $Zn/H_2O$ to form product $A$. Product $A$ then reacts with $CH_3MgBr$ followed by hydrolysis to form product $B$. Identify product $B$.

$CH_3CHO + HCN$ $\xrightarrow{\text{H}^+} CH_3CH(OH)CN$ $\xrightarrow{\text{H}_3\text{O}^+} CH_3CH(OH)COOH$. In the above reaction,a chiral center is generated. What will be the nature of the resulting acid?

The product obtained from the following sequence of reactions is
$CH_3-C\equiv CH$ $\xrightarrow{HgSO_4, H_2SO_4} A$ $\xrightarrow{NaBH_4} B$

Vedclass Test Series

Exam Paper Generator

Online Exam Module