ORGANIC CHEMISTRY SMARTWORK5 - ACCESS
ORGANIC CHEMISTRY SMARTWORK5 - ACCESS
2nd Edition
ISBN: 9780393432534
Author: KARTY
Publisher: NORTON
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Chapter 7, Problem 7.40P
Interpretation Introduction

Interpretation:

Which of the carbocation rearrangements from Problem 7.36 will produce a significantly more stable carbocation than the reactant is to be determined.

Concept introduction:

The stability of carbocations depends on the number of alkyl groups attached to the carbon bearing the charge. The stability of different types of carbocations increases in the order methyl < primary (1o) < secondary (2o) < tertiary (3o).

Apart from the nature of the carbon bearing the charge, the stability is also affected by resonance. The larger the number of atoms over which the charge is delocalized, the higher the stability.

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5. Draw the mechanism that produces the major product for the following reactions. Do not draw minor products. Include resonance structures of the intermediates. Make sure you add all arrows! For both the reagents reacting together and resonance structures. Lone pairs must be shown on atoms that have charges. This includes the nitro group when drawn out. Arrows either start at electrons and end on at atom or start in the middle of a bond and end on the atom. 1) 2) CI NO₂ H₂N-CH3 (one major product) CI-CI
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ORGANIC CHEMISTRY SMARTWORK5 - ACCESS

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