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NEET 2026
Exam
NEET
Year
2026
Subject
Chemistry
Chapter
Chapter

NEET 2026 · Chemistry · Chapter

Consider the organic molecule 2-methylbutane (...

Consider the organic molecule 2-methylbutane (CH3−CH(CH3)−CH2−CH3CH_3-CH(CH_3)-CH_2-CH_3).

If a hydride ion (H−H^-) is removed from this molecule to generate a carbocation, removal from which carbon atom will form the most stable carbocation intermediate? (Assume standard IUPAC numbering where the methyl substituent is at position 2).

Options

  1. ACarbon C2
  2. BCarbon C3
  3. CCarbon C1
  4. DCarbon C4

Correct answer

A. Carbon C2

Step-by-step solution

The structure of 2-methylbutane is CH3−CH(CH3)−CH2−CH3CH_3-CH(CH_3)-CH_2-CH_3.

Removing a hydride ion (H−H^-) from different carbon atoms generates different carbocations:

Removal from C1 gives a primary carbocation: CH2+−CH(CH3)−CH2−CH3CH_2^{+}-CH(CH_3)-CH_2-CH_3.

Removal from C2 gives a tertiary carbocation: CH3−C+(CH3)−CH2−CH3CH_3-C^{+}(CH_3)-CH_2-CH_3.

Removal from C3 gives a secondary carbocation: CH3−CH(CH3)−CH+−CH3CH_3-CH(CH_3)-CH^{+}-CH_3.

Removal from C4 gives a primary carbocation: CH3−CH(CH3)−CH2−CH2+CH_3-CH(CH_3)-CH_2-CH_2^{+}.

The stability of carbocations follows the order: tertiary >> secondary >> primary. The tertiary carbocation formed at C2 is the most stable due to the maximum number of α\alpha-hydrogens (8 α\alpha-hydrogens) providing hyperconjugation, along with the +I effect of three alkyl groups.

Therefore, removal of a hydride ion from Carbon C2 forms the most stable carbocation.

Answer: Carbon C2
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