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The proton NMR chemical shifts of the hydrogens in pyridine are shown. These are typical aromatic chemical

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The proton NMR chemical shifts of the hydrogens in pyridine are shown. These are typical aromatic chemical shifts, except that the ortho protons (on the carbons bonded to nitrogen) are deshielded to (8.60. A suitable oxidizing agent (such as a peroxyacid) can add an oxygen atom to pyridine to give pyridine N-oxide. The effect of this added oxygen atom is to shift the ortho protons upfield from (8.60 to (8.19 The meta protons are shifted downfield from (7.25 to (7.40 The para protons are shifted upfield, from (7.64 to (7.32. Explain this curious effect, shifting some protons upfield and others downfield.
The proton NMR chemical shifts of the hydrogens in pyridine
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or oxidation

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Organic Chemistry

Organic Chemistry

ISBN: 978-0321768414

8th edition

Authors: L. G. Wade Jr.

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