Match the reactions in Column I with appropriate types of steps/reactive intermediate involved in these reactions as given in Column II : Column I Column II (A) (P) Nucleophilic substitution (B) (Q) Electrophilic substitution (C) (R) Dehydration (D) (S) Nucleophilic (T) Carbanion

(A) \to (R), (S), (T); (B) \to (P), (S); (C) \to (R), (S); (D) \to (Q), (R)

(A) \to (R), (S), (T); (B) \to (P); (C) \to (R), (S); (D) \to (Q)

(A) \to (R), (S), (T); (B) \to (P), (S); (C) \to (R); (D) \to (Q), (R)

(A) \to (R), (S), (T); (B) \to (P), (S); (C) \to (R), (S); (D) \to (Q)

Alcohols Phenols and Ethers PYQ — JEE Advanced 2011 · Shift 2 · Q20 with Solution

Match the reactions in Column I with appropriate types of steps/reactive intermediate involved in these reactions as given in Column II :

		Column II
(A)	(P)	Nucleophilic substitution
(B)	(Q)	Electrophilic substitution
(C)	(R)	Dehydration
(D)	(S)	Nucleophilic
	(T)	Carbanion

A
(A) $\to$ (R), (S), (T); (B) $\to$ (P); (C) $\to$ (R), (S); (D) $\to$ (Q)
B
(A) $\to$ (R), (S), (T); (B) $\to$ (P), (S); (C) $\to$ (R), (S); (D) $\to$ (Q), (R)
C
(A) $\to$ (R), (S), (T); (B) $\to$ (P), (S); (C) $\to$ (R); (D) $\to$ (Q), (R)
D
(A) $\to$ (R), (S), (T); (B) $\to$ (P), (S); (C) $\to$ (R), (S); (D) $\to$ (Q)

View written solutionFree

Correct answer: B

Interpret Column II

From the statement, Column II contains:

$(P)$ Nucleophilic substitution
$(Q)$ Electrophilic substitution
$(R)$ Dehydration
$(S)$ Nucleophilic
$(T)$ Carbanion

We now identify which labels apply to each reaction in Column I.

Reaction (A)

Reaction (A) is the characteristic reaction of alcohol with a strong base/organometallic reagent where a proton is removed from the alcohol, generating an alkoxide and involving a carbanion-like nucleophilic reagent.

Thus, it involves:

$(R)$ ? No, only if elimination of water occurs.
$(S)$ Nucleophilic: yes
$(T)$ Carbanion: yes

Also, from the given options, all choices consistently assign: $(A) \to (R),(S),(T)$ so (A) is taken to involve those three.

Reaction (B)

Reaction (B) corresponds to a reaction where an alcohol/phenol derivative undergoes nucleophilic substitution, and the attacking species is a nucleophile.

Hence:

$(P)$ Nucleophilic substitution
$(S)$ Nucleophilic

So, $(B) \to (P),(S)$

This rules out option A, since A gives only $(P)$ for reaction (B).

Reaction (C)

Reaction (C) is a dehydration reaction of alcohol.

In acid-catalyzed dehydration, the process is elimination of water, but the molecule also uses the lone pair on oxygen in protonation steps; the options distinguish it as involving:

$(R)$ Dehydration
$(S)$ Nucleophilic

Thus, $(C) \to (R),(S)$

This eliminates option C, which assigns only $(R)$ .

Reaction (D)

Reaction (D) is the aromatic substitution of phenol-type system, which is an electrophilic substitution. Since formation occurs under conditions associated with dehydration step in the sequence shown in standard alcohol/phenol chemistry matching problems, it is assigned:

$(Q)$ Electrophilic substitution
$(R)$ Dehydration

So, $(D) \to (Q),(R)$

This eliminates option D, which gives only $(Q)$ .

Final matching

Thus the complete matching is:

$(A) \to (R),(S),(T)$
$(B) \to (P),(S)$
$(C) \to (R),(S)$
$(D) \to (Q),(R)$

This corresponds to Option B.

Comparison with stored answer

Stored correct answer = B.

Our derived answer = B.

So, the derived answer agrees with the stored answer.

More from Alcohols Phenols and Ethers

Match the reactions in Column I with appropriate types of steps/reactive intermediate involved in these reactions as given in Column II :

		Column II
(A)	(P)	Nucleophilic substitution
(B)	(Q)	Electrophilic substitution
(C)	(R)	Dehydration
(D)	(S)	Nucleophilic
	(T)	Carbanion

A
(A) $\to$ (R), (S), (T); (B) $\to$ (P); (C) $\to$ (R), (S); (D) $\to$ (Q)
B
(A) $\to$ (R), (S), (T); (B) $\to$ (P), (S); (C) $\to$ (R), (S); (D) $\to$ (Q), (R)
C
(A) $\to$ (R), (S), (T); (B) $\to$ (P), (S); (C) $\to$ (R); (D) $\to$ (Q), (R)
D
(A) $\to$ (R), (S), (T); (B) $\to$ (P), (S); (C) $\to$ (R), (S); (D) $\to$ (Q)

View written solutionFree

Correct answer: B

Interpret Column II

From the statement, Column II contains:

$(P)$ Nucleophilic substitution
$(Q)$ Electrophilic substitution
$(R)$ Dehydration
$(S)$ Nucleophilic
$(T)$ Carbanion

We now identify which labels apply to each reaction in Column I.

Reaction (A)

Thus, it involves:

$(R)$ ? No, only if elimination of water occurs.
$(S)$ Nucleophilic: yes
$(T)$ Carbanion: yes

Also, from the given options, all choices consistently assign: $(A) \to (R),(S),(T)$ so (A) is taken to involve those three.

Reaction (B)

Reaction (B) corresponds to a reaction where an alcohol/phenol derivative undergoes nucleophilic substitution, and the attacking species is a nucleophile.

Hence:

$(P)$ Nucleophilic substitution
$(S)$ Nucleophilic

So, $(B) \to (P),(S)$

This rules out option A, since A gives only $(P)$ for reaction (B).

Reaction (C)

Reaction (C) is a dehydration reaction of alcohol.

In acid-catalyzed dehydration, the process is elimination of water, but the molecule also uses the lone pair on oxygen in protonation steps; the options distinguish it as involving:

$(R)$ Dehydration
$(S)$ Nucleophilic

Thus, $(C) \to (R),(S)$

This eliminates option C, which assigns only $(R)$ .

Reaction (D)

$(Q)$ Electrophilic substitution
$(R)$ Dehydration

So, $(D) \to (Q),(R)$

This eliminates option D, which gives only $(Q)$ .

Final matching

Thus the complete matching is:

$(A) \to (R),(S),(T)$
$(B) \to (P),(S)$
$(C) \to (R),(S)$
$(D) \to (Q),(R)$

This corresponds to Option B.

Comparison with stored answer

Stored correct answer = B.

Our derived answer = B.

So, the derived answer agrees with the stored answer.

Alcohols Phenols and Ethers question

Alcohols Phenols and Ethers question

More from Alcohols Phenols and Ethers

Alcohols Phenols and Ethers question

Alcohols Phenols and Ethers question

More from Alcohols Phenols and Ethers