JEE Main 2021 · 25 July · evening · Single correct · +4 / −1

Which one of the following is correct structure for cytosine?

  1. (a)
    Option (a)
  2. (b)
    Option (b)
  3. (c)
    Option (c)
  4. (d)
    Option (d)
Answer and solution

Answer (c)

Solution

Chemistry ma’am · 3 steps

Cytosine is a pyrimidine with C=O at C2 and NH₂ at C4. Find the ring that has both.

  1. Number the ring. All four options are pyrimidine rings, with nitrogens at positions 1 and 3. Start at the N–H as N1, so the C=O carbon between the two nitrogens is C2, the other nitrogen is N3, and the carbon next to N3 is C4.
  2. What cytosine needs. Cytosine is 4-amino-pyrimidin-2-one: a C=O at C2 and an NH₂ at C4, with a double bond from N3 to C4. It has no methyl group and only one C=O.
    OptionAt C2At C4Extra groupWhat it is
    (a)C=OHCH₃ at C6no amino group, not a DNA or RNA base
    (b)C=OC=OCH₃ at C5thymine
    (c)C=ONH₂nonecytosine
    (d)C=OHNH₂ at C5amino group in the wrong place
  3. So. Only (c) has the C=O at C2 and the NH₂ at C4, beside the ring N=C. That is cytosine.

The idea to keep. Learn the pyrimidines as one family: uracil has C=O at C2 and C4, thymine is uracil with CH₃ at C5, and cytosine has C=O at C2 with NH₂ at C4.

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

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Asked about 150 times in JEE Main since 2020. This question is from 2021.