A Levels Chemistry (9701)•9701/11/M/J/25

Explanation
Double E2 elimination yields isomeric hexadienes Steps:
- 2,5-Dibromohexane undergoes two E2 eliminations with ethanolic KOH, forming C6H10 dienes by removing HBr from C1-C2/C5-C6 (terminal) or C2-C3/C4-C5 (internal).
- Both terminal eliminations produce hexa-1,5-diene (CH2=CHCH2CH2CH=CH2), 1 achiral isomer.
- One terminal and one internal produce hexa-1,4-diene (CH2=CHCH2CH=CHCH3), with E/Z stereoisomerism at the internal double bond (2 isomers).
- Both internal eliminations produce hexa-2,4-diene (CH3CH=CHCH=CHCH3), with (2E,4E), (2Z,4Z), and (2E,4Z) stereoisomers (3 isomers).
- Total: 1 + 2 + 3 = 6 isomers.
Why C is correct:
- Six isomers follow from structural diene types and E/Z stereoisomerism rule, where each trisubstituted double bond allows cis/trans configurations.
Why the others are wrong:
- A: Counts only structural isomers, ignoring E/Z stereoisomers.
- B: Omits one 2,4-hexadiene stereoisomer, such as (2E,4Z).
- D: Includes nonexistent products like 1,3-hexadiene, impossible without Br at C3/C4.
Final answer: C
Topic: Halogen compounds
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