Which of the following compound has the 1H NMR Spectrum 1H NMR: δ 2.4 (s, 3H), 3.9 (s, 3H), 7.25 (d, J = 7 Hz, 2H), 7.95 (d, J = 7 Hz, 2H) ppm

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Answer (Detailed Solution Below)

Option 3 :
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Explanation: -

The Signals in the 1H NMR Spectrum are δ 2.4 (s, 3H), 3.9 (s, 3H), 7.25 (d, J = 7 Hz, 2H), 7.95 (d, J = 7 Hz, 2H) ppm.

  • In the given signals,  7.25 (d, J = 7 Hz, 2H) matches with the values of 1H NMR Spectrum of the benzene ring.
  • 7.95 (d, J = 7 Hz, 2H) is also an aromatic pick that is de-shielded hence at a higher frequency hence some electron withdrawing group is attached to the benzene ring.
  • We know that signal for the alcoholic group is in range of 3.2 to 2.8, this indicates the presence of the methoxy group in the compound

Both options 1 and 2 satisfy the above points.

 or

But, in option one a methoxy group is attached to the benzene ring which will de-shield the benzene ring to a higher δ value which is not happing as the signal is obtained at the normal range.

Conclusion: -

The NMR of the compound is of: -

Hence, the correct option is (3).

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