Question

In: Chemistry

Which of the following compounds is consistent with the 1H NMR data below? The answer is...

Which of the following compounds is consistent with the 1H NMR data below? The answer is C but why?

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Solutions

Expert Solution

The following reasons can be considerd while choosing 1,3,5-trimethyl benzene as correct answer

-signal for 9Hs (singlet) of one chemical environment suggests the presence of three methyl groups symmetrically arranged in an aromatic ring.

-signal for 3Hs (singlet) of one chemical environment suggests the presence of three hydrogens arranged symmetrically on an aromatic ring.

-singlet further suugests there is no neighbouring proton.

Others a, b, and d are incorrect because

-As (A) possess 6 (3 Me and 3Hs) type of hydrogens, six signals must be obtained in the spectrum

-As (B) possess 4 type of Hs, 4 signals must be obtained in the spectrum

-As (D) also possess 4 type of Hs, 4 signals must be obtained in the spectrum

Therefore, the correct answer is (C)


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