A Levels Chemistry (9701)•9701/13/M/J/24

Explanation
Markovnikov addition of HBr with carbocation rearrangement to tertiary position
Steps:
- Protonate the terminal alkene (3-ethylbut-1-ene, CH2=CHCH(CH2CH3)CH3) at C1, forming a secondary carbocation at C2.
- Hydride shift from adjacent C3 (tertiary carbon) to C2 rearranges to a stable tertiary carbocation at C3.
- Bromide attacks the tertiary carbocation at C3, yielding CH3CH2CBr(CH3)CH2CH3.
- This C6 product is the major due to tertiary stability.
Why A is correct:
- Follows Zaitsev's rule via rearrangement to the more substituted (tertiary) bromide, named 3-bromo-3-methylpentane (equivalent to 3-bromo-3-hexane in option phrasing).
Why the others are wrong:
- B: Lacks bromine; not an addition product.
- C: Incorrect position for Br; would imply secondary without rearrangement.
- D: Wrong carbon numbering and substitution for the tertiary product.
Final answer: A
Topic: Hydrocarbons
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