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A Levels Chemistry (9701)•9701/12/M/J/22
Question 26 from 9701/12/M/J/22

Explanation

Counting stereoisomers from chiral centers in the skeletal formula

Steps:

  • Identify all carbon atoms with four different substituents to find chiral centers.
  • Locate three such tetrahedral chiral carbons in the molecule.
  • Confirm no meso forms or symmetry that reduces the count.
  • Calculate total stereoisomers as 2n2^n2n, where n=3n=3n=3 chiral centers.

Why C is correct:

  • For nnn chiral centers without meso compounds, the formula 2n2^n2n gives 8 stereoisomers, matching the three distinct chiral carbons here.

Why the others are wrong:

  • A ignores one chiral center, yielding only 22=42^2=422=4.
  • B assumes two chiral centers plus one cis-trans isomer, but no double bond exists.
  • D overcounts by assuming four chiral centers (24=162^4=1624=16).

Final answer: C

Topic: An introduction to organic chemistry

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