Select the final product from this sequence o | vedclass

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

Question

(A) The reaction sequence is an example of acetoacetic ester synthesis.$1$. Acetoacetic ester $(CH_3COCH_2COOC_2H_5)$ reacts with $NaOEt$ to form an e

Vedclass · Accepted Answer

$CH_3-C(=O)-C(CH_3)(CH_2CH_2CH_3)-COOC_2H_5$

Vedclass · Answer

(A) The reaction sequence is an example of acetoacetic ester synthesis.$1$. Acetoacetic ester $(CH_3COCH_2COOC_2H_5)$ reacts with $NaOEt$ to form an enolate ion at the $\alpha$-carbon.$2$. This enolate reacts with $CH_3I$ via an $S_N2$ mechanism to produce ethyl $2$-methylacetoacetate $(CH_3COCH(CH_3)COOC_2H_5)$.$3$. Treatment with another equivalent of $NaOEt$ generates a new enolate at the same $\alpha$-carbon.$4$. This enolate reacts with $CH_3CH_2CH_2Br$ ($n$-propyl bromide) via $S_N2$ to yield the final product,ethyl $2$-methyl-$2$-propylacetoacetate,which is $CH_3-C(=O)-C(CH_3)(CH_2CH_2CH_3)-COOC_2H_5$.

Select the final product from this sequence of reactions.
Acetoacetic ester $\xrightarrow{NaOEt}$ $\xrightarrow{CH_3I}$ $\xrightarrow{NaOEt}$ $\xrightarrow{CH_3CH_2CH_2Br}$

Similar Questions

Which of the following has the maximum melting point?

Consider the following compounds:
$(i) \, C_6H_5COCl$
$(ii) \, p-NO_2-C_6H_4-COCl$
$(iii) \, p-CH_3-C_6H_4-COCl$
$(iv) \, p-CHO-C_6H_4-COCl$
The correct decreasing order of their reactivity towards hydrolysis is:

Which of the following is the most reactive compound toward a nucleophile?

Assertion : Nitration of benzoic acid gives $m-$nitrobenzoic acid.
Reason : Carboxyl group increases the electron density at meta-position.

Ethyl benzoate reacts with $PCl_5$ to give

Vedclass Test Series

Exam Paper Generator

Online Exam Module

Select the final product from this sequence of reactions.Acetoacetic ester $\xrightarrow{NaOEt}$ $\xrightarrow{CH_3I}$ $\xrightarrow{NaOEt}$ $\xrightarrow{CH_3CH_2CH_2Br}$