ORGANIC CHEMISTRY-ACCESS
ORGANIC CHEMISTRY-ACCESS
6th Edition
ISBN: 9781260475586
Author: SMITH
Publisher: MCG
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Chapter 8, Problem 35P
Interpretation Introduction

(a)

Interpretation: The by-products of the given reaction are to be drawn and the movement of electrons is to be shown by using curved arrow notation.

Concept introduction: In E2 elimination reactions, the proton is abstracted from the beta carbon to form an alkene. A concerted mechanism is followed for this type of reactions and by-products are also possible.

Interpretation Introduction

(b)

Interpretation: The effect of the given change on the reaction rate is to be stated.

Concept introduction: In E2 elimination reactions, substituents which are adjacent to each other are eliminated from an alkyl halide to form an alkene. A concerted mechanism is followed for this type of reactions.

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Consider the following E2 reaction.a.Draw the by-products of the reaction and use curved arrows to show the movement of electrons. b.What happens to the reaction rate with each of the following changes? [1] The solvent is changed to DMF. [2] The concentration of −OC(CH3)3 is decreased. [3] The base is changed to −OH. [4] The halide is changed to CH3CH2CH2CH2CH(Br)CH3. [5] The leaving group is changed to I−.
4. Rank the following reactions in terms of rate for an SN2 reaction (1 = fastest reaction). Are any of these reactions not possible? Br OH NaOH NaOH OMS NaOH NaOH
Draw an energy diagram for the following SN2 reaction. Label the axes, the starting materials, and the product. Draw the structure of the transition state.

Chapter 8 Solutions

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