NEET 2026
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- NEET
- Year
- 2026
- Subject
- Chemistry
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NEET 2026 · Chemistry · Chapter
Consider the organic molecule 2-methylbutane (...
Consider the organic molecule 2-methylbutane ().
If a hydride ion () 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).
If a hydride ion () 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
- ACarbon C2
- BCarbon C3
- CCarbon C1
- DCarbon C4
Correct answer
A. Carbon C2
Step-by-step solution
The structure of 2-methylbutane is .
Removing a hydride ion () from different carbon atoms generates different carbocations:
Removal from C1 gives a primary carbocation: .
Removal from C2 gives a tertiary carbocation: .
Removal from C3 gives a secondary carbocation: .
Removal from C4 gives a primary carbocation: .
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 -hydrogens (8 -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
Removing a hydride ion () from different carbon atoms generates different carbocations:
Removal from C1 gives a primary carbocation: .
Removal from C2 gives a tertiary carbocation: .
Removal from C3 gives a secondary carbocation: .
Removal from C4 gives a primary carbocation: .
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 -hydrogens (8 -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