JEE Main 2022 · 29 June · morning · Numerical answer · +4 / −0

Observe structures of the following compounds
The total number of structures/compounds which possess asymmetric carbon atoms is ______________.

JEE Main PYQ figure
Answer and solution

Answer 3

Solution

Chemistry ma’am · 3 steps

For each carbon, ask one question: are all four groups on it different? Then count compounds, not carbons.

  1. What to look for. An asymmetric carbon is an sp³ carbon with four different groups on it. Two identical groups (two H, or two CH₃) on the same carbon rule it out, and sp² carbons never qualify.
    CompoundCarbon to checkGroups on itAsymmetric carbon?
    2-ChlorobutaneC bearing ClH, Cl, CH₃, C₂H₅Yes (1)
    Glycineα-carbonH, H, NH₂, COOHNo, two H
    Alanineα-carbonH, CH₃, NH₂, COOHYes (1)
    Styreneall carbonsevery carbon is sp²No
    MentholC–OH, C–isopropyl, C–methyleach has H, a substituent and two different ring pathsYes (3)
  2. Menthol in detail. On the ring carbons bearing OH, isopropyl and methyl, the two ring directions lead to different neighbours, so each has four different groups. The CH of the isopropyl group carries two CH₃ groups, so it is not asymmetric.
  3. So. 2-Chlorobutane, alanine and menthol have asymmetric carbons, so the answer is 3.

The common slip: 5. Counting asymmetric carbon atoms instead of compounds gives 1 + 1 + 3 = 5, because menthol alone has three.

The idea to keep. Check each sp³ carbon for four different groups, and in a ring compare the two ring directions as two separate groups. Read carefully whether the question counts compounds or carbons.

Answer from the NTA final answer key. Solution by PrepWiser.

Study General Organic Chemistry (GOC)

Asked about 180 times in JEE Main since 2020. This question is from 2022.