Question:
Which one of the following is most reactive towards nucleophilic substitution reaction?
Which one of the following is most reactive towards nucleophilic substitution reaction?
Show Hint
Reactivity order: Allylic > Benzylic >> Alkyl >> Vinyl/Aryl (least reactive)
Updated On: Apr 15, 2026
- CH\(_2\) = CH – Cl
- C\(_6\)H\(_5\)Cl
- CH\(_3\)CH = CH – Cl
- ClCH\(_2\) – CH = CH\(_2\)
Show Solution
Verified By Collegedunia
The Correct Option is D
Solution and Explanation
Concept:
Reactivity in nucleophilic substitution depends on carbocation/transition state stability and resonance.
Step 1: Analyze each option.
• (A) CH\(_2\)=CH–Cl → Vinyl halide (very less reactive, strong C–Cl bond)
• (B) C\(_6\)H\(_5\)Cl → Aryl halide (very less reactive, partial double bond character)
• (C) CH\(_3\)CH=CH–Cl → Vinyl halide (very less reactive)
• (D) ClCH\(_2\)-CH=CH\(_2\) → Allyl halide (highly reactive due to resonance stabilization)
Step 2: Reason for high reactivity of allyl halide. Allylic carbocation is resonance stabilized: \[ CH_2^+ - CH = CH_2 \leftrightarrow CH_2 = CH - CH_2^+ \]
Step 3: Conclusion. Allyl halide undergoes nucleophilic substitution most easily.
Step 1: Analyze each option.
• (A) CH\(_2\)=CH–Cl → Vinyl halide (very less reactive, strong C–Cl bond)
• (B) C\(_6\)H\(_5\)Cl → Aryl halide (very less reactive, partial double bond character)
• (C) CH\(_3\)CH=CH–Cl → Vinyl halide (very less reactive)
• (D) ClCH\(_2\)-CH=CH\(_2\) → Allyl halide (highly reactive due to resonance stabilization)
Step 2: Reason for high reactivity of allyl halide. Allylic carbocation is resonance stabilized: \[ CH_2^+ - CH = CH_2 \leftrightarrow CH_2 = CH - CH_2^+ \]
Step 3: Conclusion. Allyl halide undergoes nucleophilic substitution most easily.
Was this answer helpful?
0
0
Top MET Chemistry Questions
- In the following sequence of reactions, \[ CH_3Br \xrightarrow{KCN} X \xrightarrow{H_3O^+} Y \xrightarrow{LiAlH_4 / \text{ether}} Z \] The final product \(Z\) is:
- MET - 2024
- Chemistry
- Organic Reactions
- The oxidation state of Cr in \([Cr(H_2O)_6]Cl_3\), \([Cr(C_6H_6)_2]\), \(K_2[Cr(CN)_2(O)_2(O_2)(NH_3)]\) respectively are:
- MET - 2024
- Chemistry
- coordination compounds
- Consider the following amino acids:
•[(i)] Lysine
•[(ii)] Glutamine
•[(iii)] Arginine
•[(iv)] Leucine
•[(v)] Serine
•[(vi)] Proline
•[(vii)] Valine Which of the given amino acids are basic in nature?- MET - 2024
- Chemistry
- Chemistry in Everyday Life
- The major product \(Y\) in the following reaction is:
- MET - 2024
- Chemistry
- carbonyl compounds
- For a first order reaction, time required for 99% completion is \(x\) times the time required for 90% completion. Find \(x\).
- MET - 2024
- Chemistry
- Half life
View More Questions
Top MET Organic Reactions Questions
- In the following sequence of reactions, \[ CH_3Br \xrightarrow{KCN} X \xrightarrow{H_3O^+} Y \xrightarrow{LiAlH_4 / \text{ether}} Z \] The final product \(Z\) is:
- MET - 2024
- Chemistry
- Organic Reactions
- The product 'P' in the above reaction is :
- MET - 2021
- Chemistry
- Organic Reactions
- An ester (A) with molecular formula \(C_9H_{10}O_2\) was treated with excess \(CH_3MgBr\) and the compound so formed was treated with conc. \(H_2SO_4\) to form olefin (B). Ozonolysis of B gave ketone with formula \(C_8H_8O\) which shows positive iodoform test. The structure of A is :
- MET - 2021
- Chemistry
- Organic Reactions
- The product X is :
- MET - 2021
- Chemistry
- Organic Reactions
- A set of compounds in which the reactivity of halogen atom is in ascending order is:
- MET - 2021
- Chemistry
- Organic Reactions
View More Questions
Top MET Questions
- Let \( f:\mathbb{N} \to \mathbb{N} \) be defined as \[ f(n)= \begin{cases} \frac{n+1}{2}, & \text{if } n \text{ is odd} \\ \frac{n}{2}, & \text{if } n \text{ is even} \end{cases} \] Then \( f \) is:
- MET - 2024
- types of functions
- Given vectors \(\vec{a}, \vec{b}, \vec{c}\) are non-collinear and \((\vec{a}+\vec{b})\) is collinear with \((\vec{b}+\vec{c})\) which is collinear with \(\vec{a}\), and \(|\vec{a}|=|\vec{b}|=|\vec{c}|=\sqrt{2}\), find \(|\vec{a}+\vec{b}+\vec{c}|\).
- MET - 2024
- Addition of Vectors
- Given \(\frac{dy}{dx} + 2y\tan x = \sin x\), \(y=0\) at \(x=\frac{\pi}{3}\). If maximum value of \(y\) is \(1/k\), find \(k\).
- MET - 2024
- Differential equations
- If \(x = \sin(2\tan^{-1}2)\), \(y = \sin\left(\frac{1}{2}\tan^{-1}\frac{4}{3}\right)\), then:
- MET - 2024
- Properties of Inverse Trigonometric Functions
- A real differentiable function \(f\) satisfies \(f(x)+f(y)+2xy=f(x+y)\). Given \(f''(0)=0\), then \[ \int_0^{\pi/2} f(\sin x)\,dx = \]
- MET - 2024
- Definite Integral
View More Questions