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MHT CET 202622 AprilEvening Shift
Exam
MHT CET
Year
2026
Date
22 April
Shift
Evening Shift
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

MHT CET 2026 · 22 April · Evening Shift · Chemistry · Haloalkanes and Haloarenes

What is the main product obtained when sodium ethoxide reacts with...

What is the main product obtained when sodium ethoxide reacts with isopropyl chloride?

Options

  1. AC2H5-O-CH-(CH3)2\text{C}_2\text{H}_5\text{-O-CH-(CH}_3)_2
  2. BCH3-CH=CH2\text{CH}_3\text{-CH=CH}_2
  3. CC2H5-O-C2H5\text{C}_2\text{H}_5\text{-O-C}_2\text{H}_5
  4. D(CH3)2-CH-O-CH-(CH3)2(\text{CH}_3)_2\text{-CH-O-CH-(CH}_3)_2

Correct answer

B. CH3-CH=CH2\text{CH}_3\text{-CH=CH}_2

Step-by-step solution

Sodium ethoxide (C2H5O−Na+\text{C}_2\text{H}_5\text{O}^-\text{Na}^+) acts as both a strong base and a strong nucleophile.

Isopropyl chloride (CH3-CHCl-CH3\text{CH}_3\text{-CHCl-CH}_3) is a secondary alkyl halide.

When a secondary alkyl halide reacts with a strong base like sodium ethoxide, elimination (E2) competes with substitution (S_N2).Duetothesterichindranceofthesecondaryalkylhalideandthestrengthofthebase,dehydrohalogenation(elimination)dominatesoversubstitution.Thus,themajorproductisanalkene(propene),whilethesubstitutionproduct(ethylisopropylether)isformedonlyasaminorproduct.Reaction:CH3-CHCl-CH3+C2H5O−→CH3-CH=CH2+C2H5OH+Cl−Answer:CH3-CH=CH22). Due to the steric hindrance of the secondary alkyl halide and the strength of the base, dehydrohalogenation (elimination) dominates over substitution. \\ \\ Thus, the major product is an alkene (propene), while the substitution product (ethyl isopropyl ether) is formed only as a minor product. \\ \\ Reaction: \\ \text{CH}_3\text{-CHCl-CH}_3 + \text{C}_2\text{H}_5\text{O}^- \rightarrow \text{CH}_3\text{-CH=CH}_2 + \text{C}_2\text{H}_5\text{OH} + \text{Cl}^- \\ \\ Answer: \text{CH}_3\text{-CH=CH}_2
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