I keep getting mixed answers on this question, so I am not sure which one is act

Question

I keep getting mixed answers on this question, so I am not sure which one is actually the correct answer, can you please show me step by step on how you solved it.

6. arrange the following methyl groups in the order of increasing values downfield from TMS in the 1H-NMR spectrum (lowest first).

CH3-NH2        CH3-I              CH3-OH                      CH3-Cl

I                     II                       III                                IV               

a) I, III, IV, II              b) II, I , IV, III            c) IV, II, III, I              d) III, IV, II, I

Explanation / Answer

b) II, I, IV, III

Out of all the given optioons the methyl protons attached to the the OH group are the most deshielded becasuse of the higer electronegativity of the oxygen.

the electronegativity is in the order O>Cl>N>I

More the electronegativity more the deshielding of the methyl protons.

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