Quantrex Quantrex AcademyJEE · NEET · NDA PYQs with solutions Open app
NEET 2026
Exam
NEET
Year
2026
Subject
Chemistry
Chapter
Chapter

NEET 2026 · Chemistry · Chapter

Identify the major products A and B formed in the following...

Identify the major products A and B formed in the following reaction sequence.
Identify the major products A and B formed in the following reaction sequence.

Options

  1. AA = 3-Chloro-2-methylpentane ; B = 2-Methylpent-2-ene
  2. BA = 2-Chloro-3-methylpentane ; B = 3-Methylpent-2-ene
  3. CA = 3-Chloro-2-methylpentane ; B = 4-Methylpent-2-ene
  4. DA = 2-Chloro-2-methylpentane ; B = 2-Methylpent-2-ene

Correct answer

A. A = 3-Chloro-2-methylpentane ; B = 2-Methylpent-2-ene

Step-by-step solution

The given starting material is 2-methylpentan-3-ol, with the structure CH3−CH2−CH(OH)−CH(CH3)2\text{CH}_3-\text{CH}_2-\text{CH(OH)}-\text{CH(CH}_3)_2.

Step 1: Reaction with SOCl2\text{SOCl}_2
Thionyl chloride (SOCl2\text{SOCl}_2) converts alcohols into alkyl chlorides. This reaction proceeds without the formation of a free carbocation, meaning no rearrangement takes place. The −OH-\text{OH} group is directly replaced by a −Cl-\text{Cl} atom.
Product A is CH3−CH2−CH(Cl)−CH(CH3)2\text{CH}_3-\text{CH}_2-\text{CH(Cl)}-\text{CH(CH}_3)_2, which is named 3-chloro-2-methylpentane.

Step 2: Reaction with alc. KOH,Δ\text{KOH}, \Delta
Alcoholic KOH\text{KOH} with heat brings about dehydrohalogenation (an E2 elimination reaction). The removal of HCl\text{HCl} can occur in two possible directions from 3-chloro-2-methylpentane:
1. Elimination between C2 and C3 yields CH3−CH2−CH=C(CH3)2\text{CH}_3-\text{CH}_2-\text{CH}=\text{C(CH}_3)_2 (2-methylpent-2-ene). This is a trisubstituted alkene with 8 α\alpha-hydrogens.
2. Elimination between C3 and C4 yields CH3−CH=CH−CH(CH3)2\text{CH}_3-\text{CH}=\text{CH}-\text{CH(CH}_3)_2 (4-methylpent-2-ene). This is a disubstituted alkene with 4 α\alpha-hydrogens.

According to Zaitsev's rule, the more substituted and more stable alkene is formed as the major product. Thus, the major product B is 2-methylpent-2-ene.

Therefore, A = 3-Chloro-2-methylpentane and B = 2-Methylpent-2-ene.

Answer: A = 3-Chloro-2-methylpentane ; B = 2-Methylpent-2-ene
Practice Chapter on Quantrex Academy →

More from Chapter

Which of the following postulates of Dalton's atomic theory provides the direct… NEET 2026Consider the following five samples of substances: A. 88 g of CO_2 B. 96 g of O_2 C. 34 g… NEET 2026If the shortest wavelength of the Lyman series for a hydrogen atom is x , then the… NEET 2026What are the energy of the second Bohr orbit of Be^ 3+ and the radius of the third Bohr… NEET 2026Consider the following electronic configurations of neutral atoms: A. [Ne] 3s^2 3p^4 B.… NEET 2026Consider the following sequences of molecules and their associated properties: (I) CH_3Cl… NEET 2026The potential energy profile for a hypothetical reaction X arrow Y is shown in the given… NEET 2026For a reversible gas-phase reaction, X(g) + Y(g) leftharpoons Z(g) the rate constant for… NEET 2026 Full Chapter list All NEET PYQs