CH2=CH−Cl does not undergo unimolecular nucleophilic substitution (SN1) reaction due to the formation of highly unstable cation (CH2=CH⊕), which can not be delocalized by π− electrons. It does not give SN2 because πe− cloud is exposed, so, hindrance is there.
An ‘Assertion’ and a ‘Reason’ is given below. Choose the correct answer from the following options: Assertion (A): Vinyl halides do not undergo…
JEE Main 2019 — Chemistry Organic Chemistry
2019mcqhard
An ‘Assertion’ and a ‘Reason’ is given below. Choose the correct answer from the following options:
Assertion (A): Vinyl halides do not undergo nucleophilic substitution easily.
Reason (R): Even though the intermediate carbocation is stabilized by loosely held π− electrons, the cleavage is difficult because of the strong bonding.
Official previous-year question
Held on 12 Apr 2019 · Verified 6 Jul 2026.
Options
- A
Both (A) and (R) are correct statements but (R) is not the correct explanation of (A).
- B
Both (A) and (R) are wrong statements.
- C
Both (A) and (R) are wrong statements and (R) is the correct explanation of (A).
- D
(A) is a correct statement but (R) is a wrong statement.
Did you get this right?
Sign in to track your attempts and accuracy.
Your note
Sign in to keep a private note on this question. Nothing you write is ever public.
JEE Main Organic Chemistry in other years
More JEE Main Organic Chemistry questions
The correct order of the rate of reaction of the following reactants with nucleophile by SN1 mechanism is: (Given : Structure I and II are rigid) 
2026medium
Identify the incorrect statements.  Choose the correct answer from the options given below:
2026hard
For the following Friedel Craft's alkylation reaction, which of the statements are correct?  A. Major product is n-propyl benzene. B. iso-propyl carbocation intermediate is also generated. C. Multiple substitution is inevitable. D. Introducing electron-donating substituent on benzene will not produce any alkyl benzene. Choose the correct answer from the options given below:
2026medium
Match the LIST-I with LIST-II <table class="pyq-table"><tbody><tr><th>List-I (Reaction)</th><th>List-II (Mechanism)</th></tr><tr><td>A. Williamson Synthesis</td><td>I. Electrophilic addition</td></tr><tr><td>B. Friedel Craft Reaction</td><td>II. Free radical substitution</td></tr><tr><td>C. Bromination of vinyl benzene</td><td>III. Nucleophilic substitution</td></tr><tr><td>D. Chlorination of toluene in light</td><td>IV. Electrophilic substitution</td></tr></tbody></table> Choose the correct answer from the options given below:
2026medium
Consider the following reactions sequence  When the product (P) is subjected to Carius analysis using $AgNO_3$, $1.0$ g of the product (P) will produce _______ g of the precipitate of AgBr. (Nearest Integer) (Given: molar mass in g mol$^{-1}$ C : 12, H : 1, O : 16, N : 14, Br : 80, Ag : 108)
2026hard
Other Chemistry topics for JEE Main
Keep practicing Organic Chemistry
Work through every JEE Main Organic Chemistry PYQ, year by year.