Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 6.SE, Problem 42AP
Interpretation Introduction

Interpretation:

Given that 2-chloro-2-methylpropane reacts with water in three steps to yield 2-methyl-2-propanol. The first step is slower than second, which in turn is much slower than the third. The reaction takes place slowly at room temperature and the equilibrium constant is approximately 1. For this reaction a) The approximate value of ΔG# and ΔG0 are to be given and b) An energy diagram labeling all points of interest and making sure that the relative energy levels on the diagram consistent with the information given is to be drawn.

Concept introduction:

Energy diagrams are used to depict graphically the energy changes that occur during a reaction. The vertical axis of the diagram represents the energy of all the reactants and the horizontal axis, called reaction coordinate, represents the progress of the reaction from beginning to end. The reactants are shown in left and the products in the right. The transition state represents the highest energy structure involved in the particular step reaction. The overall ΔG# is the energy difference between the reactants and highest transition state. Reactions with low ΔG# will occur at a faster rate. The overall ΔG0 is the free energy difference between the reactants and products. Every step in a reaction has a separate energy diagram.

Reactions with activation energies less than 80kJ/mol take place at or below room temperature.

To give:

The approximate value of ΔG# and ΔG0 and to draw an energy diagram labeling all points of interest and making sure that the relative energy levels on the diagram consistent with the information provided for the reaction.(Given that 2-chloro-2-methylpropane reacts with water in three steps to yield 2-methyl-2-propanol. The first step is slower than second, which in turn is much slower than the third. The reaction takes place slowly at room temperature and the equilibrium constant is approximately 1).

ΔG0 and equilibrium constant (Keq) are related as, ΔG0 = - RTln Keq

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Chapter 6 Solutions

Organic Chemistry

Ch. 6.7 - Prob. 11PCh. 6.9 - Which reaction is faster, one with ∆G‡ = +45...Ch. 6.10 - Prob. 13PCh. 6.SE - Prob. 14VCCh. 6.SE - Prob. 15VCCh. 6.SE - Prob. 16VCCh. 6.SE - Look at the following energy diagram: (a) Is...Ch. 6.SE - Look at the following energy diagram for an...Ch. 6.SE - What is the difference between a transition state...Ch. 6.SE - Prob. 20EDRMCh. 6.SE - Prob. 21EDRMCh. 6.SE - Draw an energy diagram for a two-step exergonic...Ch. 6.SE - Draw an energy diagram for a reaction with keq =...Ch. 6.SE - The addition of water to ethylene to yield ethanol...Ch. 6.SE - When isopropylidenecyclohexane is treated with...Ch. 6.SE - Prob. 26EDRMCh. 6.SE - Draw the electron-pushing mechanism for each...Ch. 6.SE - Draw the complete mechanism for each polar...Ch. 6.SE - Prob. 29EDRMCh. 6.SE - Identify the functional groups in the following...Ch. 6.SE - Identify the following reactions as additions,...Ch. 6.SE - Identify the likely electrophilic and nucleophilic...Ch. 6.SE - For each reaction below identify the electrophile...Ch. 6.SE - Prob. 34APCh. 6.SE - Follow the flow of electrons indicated by the...Ch. 6.SE - Prob. 36APCh. 6.SE - Prob. 37APCh. 6.SE - Despite the limitations of radical chlorination of...Ch. 6.SE - Prob. 39APCh. 6.SE - Answer question 6-39 taking all stereoisomers into...Ch. 6.SE - Prob. 41APCh. 6.SE - Prob. 42APCh. 6.SE - Prob. 43APCh. 6.SE - The reaction of hydroxide ion with chloromethane...Ch. 6.SE - Prob. 45APCh. 6.SE - Ammonia reacts with acetyl chloride (CH3COCl) to...Ch. 6.SE - The naturally occurring molecule α-terpineol is...Ch. 6.SE - Prob. 48APCh. 6.SE - Prob. 49APCh. 6.SE - Draw the structures of the two carbocation...
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