The possible products formed in the following | vedclass

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

Question

(B) The reactant is a secondary alkyl halide ($2^\circ$ halide) attached to a tetralin ring system. $NaC \equiv CH$ is a strong base and a nucleophile

Vedclass · Accepted Answer

$II, III, IV$

Vedclass · Answer

(B) The reactant is a secondary alkyl halide ($2^\circ$ halide) attached to a tetralin ring system. $NaC \equiv CH$ is a strong base and a nucleophile. Since the substrate is a secondary halide,both $S_N2$ (substitution) and $E2$ (elimination) reactions can occur. $1$. $S_N2$ reaction: The acetylide ion acts as a nucleophile and attacks the carbon atom,resulting in the substitution of $X$ with the $-C \equiv CH$ group. This gives product $(IV)$. $2$. $E2$ reaction: The acetylide ion acts as a base and abstracts a proton from the adjacent carbon atoms. - Abstraction of a proton from the $C_1$ position leads to the formation of a double bond between $C_1$ and $C_2$,resulting in product $(III)$. - Abstraction of a proton from the $C_3$ position leads to the formation of a double bond between $C_2$ and $C_3$,resulting in product $(II)$. Product $(I)$ is not possible as it involves a rearrangement of the aromatic ring. Therefore,the possible products are $(II)$,$(III)$,and $(IV)$.

Column-$I$ (Reaction)	Column-$II$ (Mechanism)
$(A)$ $OH^- + CH_3Cl \to HOCH_3 + Cl^-$	$(1)$ $S_N2$ mechanism
$(B)$ $(CH_3)_3CBr + OH^- \to (CH_3)_3COH + Br^-$	$(2)$ $S_E2$ aromatic
$(C)$ $CH_3CH_2Br \xrightarrow[ethanol]{KOH} CH_2 = CH_2$	$(3)$ $S_N1$ mechanism
$(D)$ $C_6H_6 + Br_2 \xrightarrow{Fe} C_6H_5Br + HBr$	$(4)$ $\beta$-elimination (dehydrohalogenation)

The possible products formed in the following reaction are:

Similar Questions

Select the correct statement:

What is the product of the reaction?

In the reaction shown below,the structural formula of $(A)$,$X$ and $Y$ respectively are:
$C_7H_7N_2OCl + C_2H_5OH \rightarrow \text{Anisole} + N_2 + X + Y$

The given product cannot be obtained in the above reaction. Identify the correct product obtained.

Vedclass Test Series

Exam Paper Generator

Online Exam Module