Effect of electron donating and withdrawing groups on NMR

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4-Aminophenol

(123-30-8)

¹HNMR

arom-H signals appear at 6.4

13 C NMR

SEE WHAT HAPPENS WHEN A NITRO GP APPEARS

4-Nitro-1,3-phenylenediamine

(5131-58-8)

¹HNMR

arom-H signal of ortho nitro is at 7.7 downfield than the earlier

A CLASSIC CASE OF ELETRON WITHDRAWING AND DONATING AT OPPOSITE ENDS ........arom-H ortho to nito at  8.09 4- NITRO PHENOL

4-NITROPHENOL SODIUM SALT

SYMMETRICAL MOLECULE,all arom-H are similar

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4-Nitroacetanilide

 

 The protons ortho and para to electron donating and electron withdrawing substituents show distinct upfield and downfield shifts.