Given that the isobutyl cation spontaneously rearranges to the tert -butyl cation by a hydride shit. The nature of the rearrangement exergonic or endergonic is to be stated. Applying Hammond postulate, how the transition state for the hydride shift might look like is to be drawn. Concept introduction: The stabilities of the carbocations are in the order tertiary > secondary > primary. The conversion of a less stable system in to a more stable system will take place readily and it will be an exergonic process. According to Hammond postulate, the transition state of an exergonic reaction will resemble the structure of the reactants. To state: Whether the spontaneous rearrangement of isobutyl cation to the tert -butyl cation by a hydride shit is exergonic or endergonic.Further to draw, by applying Hammond postulate, the transition state for the hydride shift.

Question

For each reaction in question 20, sketch a reaction coordinate energy diagram indicating the starting materials, transition states and any intermediates, if present, in the reaction. Don't worry about the absolute energy of starting materials and products but you can assume that the product is more stable than the starting materials.

Answer 1

Question

Chapter 7.SE, Problem 68AP

Interpretation Introduction

Interpretation:

Given that the isobutyl cation spontaneously rearranges to the tert-butyl cation by a hydride shit. The nature of the rearrangement exergonic or endergonic is to be stated. Applying Hammond postulate, how the transition state for the hydride shift might look like is to be drawn.

Concept introduction:

The stabilities of the carbocations are in the order tertiary > secondary > primary. The conversion of a less stable system in to a more stable system will take place readily and it will be an exergonic process. According to Hammond postulate, the transition state of an exergonic reaction will resemble the structure of the reactants.

To state:

Whether the spontaneous rearrangement of isobutyl cation to the tert-butyl cation by a hydride shit is exergonic or endergonic.Further to draw, by applying Hammond postulate, the transition state for the hydride shift.

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