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.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

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.

Vhich of the following statements is incorrect? * 3 p Hammond-Leffler Postulate states that there is a strong resemblance between the transition state and the product in an endothermic reaction. Hammond-Leffler Postulate states that there is a strong resemblance between the transition state and the reactants in an exothermic reaction. The presence of more electron-donating alkyl groups ineffectively delocalize the positive charge in an organic molecule, making it less stable. The dehydration of primary alcohol proceeds via E2 mechanism. All of the abovę

1. 2-Chloro-2-methylpropene reacts with water in three steps to yield 2-methyl-2-propanol. The first step is slower than the second, which in turn is much slower that the third. The reaction takes place slowly at room temperature, and the equilibrium constant is approximately 1. Which of the energy diagrams for the reaction are drawn and labeled correctly. Make sure the energy levels are consistent with the information given.