Match the reaction in Column-$I$ with the mechanism in Column-$II$.
Column-$I$ (Reaction) Column-$II$ (Mechanism) $A$. $CH_3OCH_2CH_3 + HI \to CH_3I + CH_3CH_2OH$ $i$. $S_{E}2$ Aromatic $B$. $(CH_3)_3COCH_3 + HI \to CH_3OH + (CH_3)_3CI$ $ii$. $S_{N}1$ $C$. $C_6H_5OCH_3 + Br_2(CH_3COOH) \to p$-Bromoanisole $iii$. Elimination $(\beta)$ $D$. $CH_3CH_2OH + H_2SO_4 (443 \ K) \to CH_2=CH_2$ $iv$. $S_{N}2$
| Column-$I$ (Reaction) | Column-$II$ (Mechanism) |
| $A$. $CH_3OCH_2CH_3 + HI \to CH_3I + CH_3CH_2OH$ | $i$. $S_{E}2$ Aromatic |
| $B$. $(CH_3)_3COCH_3 + HI \to CH_3OH + (CH_3)_3CI$ | $ii$. $S_{N}1$ |
| $C$. $C_6H_5OCH_3 + Br_2(CH_3COOH) \to p$-Bromoanisole | $iii$. Elimination $(\beta)$ |
| $D$. $CH_3CH_2OH + H_2SO_4 (443 \ K) \to CH_2=CH_2$ | $iv$. $S_{N}2$ |
(A-IV, B-II, C-I, D-III) The correct matches are as follows:
$A \to iv$: The reaction of primary alkyl ethers with $HI$ proceeds via an $S_{N}2$ mechanism.
$B \to ii$: The reaction of ethers containing a tertiary alkyl group with $HI$ proceeds via an $S_{N}1$ mechanism because a stable carbocation is formed.
$C \to i$: The bromination of anisole is an electrophilic aromatic substitution ($S_{E}2$ Aromatic) reaction.
$D \to iii$: The dehydration of ethanol to ethene in the presence of concentrated $H_2SO_4$ at $443 \ K$ is a $\beta$-elimination reaction.
Therefore,the correct sequence is: $A-iv, B-ii, C-i, D-iii$.
$A \to iv$: The reaction of primary alkyl ethers with $HI$ proceeds via an $S_{N}2$ mechanism.
$B \to ii$: The reaction of ethers containing a tertiary alkyl group with $HI$ proceeds via an $S_{N}1$ mechanism because a stable carbocation is formed.
$C \to i$: The bromination of anisole is an electrophilic aromatic substitution ($S_{E}2$ Aromatic) reaction.
$D \to iii$: The dehydration of ethanol to ethene in the presence of concentrated $H_2SO_4$ at $443 \ K$ is a $\beta$-elimination reaction.
Therefore,the correct sequence is: $A-iv, B-ii, C-i, D-iii$.
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In the reaction given below,identify the major product '$B$'.
Identify $m$-cresol $(A)$,catechol $(B)$ and resorcinol $(C)$ from the following structures:
Match the chemical conversions in List-$I$ with the appropriate reagents in List-$II$ and select the correct answer using the code given below the lists:
List-$I$:
$P$. $tert$-butyl chloride $\rightarrow$ isobutylene
$Q$. Sodium $tert$-butoxide $\rightarrow$ $tert$-butyl ethyl ether
$R$. $1$-methylcyclopentene $\rightarrow$ $1$-methylcyclopentanol
$S$. $1$-methylcyclopentene $\rightarrow$ $2$-methylcyclopentanol (trans-isomer)
List-$II$:
$1$. $(i) \ Hg(OAc)_2; (ii) \ NaBH_4$
$2$. $NaOEt$
$3$. $EtBr$
$4$. $(i) \ BH_3; (ii) \ H_2O_2/NaOH$
Codes: $P \quad Q \quad R \quad S$
List-$I$:
$P$. $tert$-butyl chloride $\rightarrow$ isobutylene
$Q$. Sodium $tert$-butoxide $\rightarrow$ $tert$-butyl ethyl ether
$R$. $1$-methylcyclopentene $\rightarrow$ $1$-methylcyclopentanol
$S$. $1$-methylcyclopentene $\rightarrow$ $2$-methylcyclopentanol (trans-isomer)
List-$II$:
$1$. $(i) \ Hg(OAc)_2; (ii) \ NaBH_4$
$2$. $NaOEt$
$3$. $EtBr$
$4$. $(i) \ BH_3; (ii) \ H_2O_2/NaOH$
Codes: $P \quad Q \quad R \quad S$
DifficultIIT 2013
View SolutionWhat will be obtained by the hydrolysis of the following compound in aqueous acetone?
Difficult
View SolutionArrange the following compounds in the increasing order of polarity:
$A. CH_3CH_2OCH_2CH_3$
$B. CH_3CH_2OH$
$C. CH_3COCH_3$
$D. CH_3COOH$
Choose the correct answer from the options given below:
$A. CH_3CH_2OCH_2CH_3$
$B. CH_3CH_2OH$
$C. CH_3COCH_3$
$D. CH_3COOH$
Choose the correct answer from the options given below:
MediumNEET 2026
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