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A Levels Chemistry (9701)•9701/12/M/J/24
Question 36 from 9701/12/M/J/24

Explanation

Stereoisomers from chiral center and E/Z double bond

Steps:

  • Parse structure: CH3-CH=CH-CH(OH)-CH3 has double bond between C2-C3 and OH on C4.
  • Double bond shows geometric isomerism: C2 has CH3/H, C3 has H/CH(OH)CH3, yielding E and Z forms.
  • C4 is chiral: attached to OH, H, CH3, and CH=CHCH3 (four distinct groups).
  • Total: 2 (E/Z) × 2 (R/S at C4) = 4 stereoisomers.

Why C is correct:

  • One stereogenic double bond and one chiral center produce 2 × 2 = 4 stereoisomers per standard organic stereochemistry rules.

Why the others are wrong:

  • A: Counts only E/Z or only enantiomers, missing the other feature.
  • B: No basis for odd number; no meso compound or partial combinations.
  • D: Exceeds 4; no additional stereocenters or isomer types present.

Final answer: C

Topic: Hydroxy compounds

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