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Chapter 10, Problem 63P

(a)

Interpretation Introduction

Interpretation:

The product structures of should be drawn in E2 reaction of (1S, 2S)-1-dibromo-1, 2-benylpropane with indication of its configuration.

Concept Introduction:

The SN reaction is a type of reaction mechanism in which one bond is broken and one bond is formed i.e., in one step. SN is a kind of nucleophilic substitution reaction mechanism.

An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.

For alkyl halide (tertiary, benzylic, and allylic) that can undergo both SN2/E2 and SN1/E1 reaction.

A good nucleophile/strong base favors SN2/E2.

In primary alkyl halides substitution take place.

In secondary alkyl halides substitution and elimination take place (strong. bulky bases and high temperatures favor elimination over substitution).

In tertiary alkyl halides only elimination takes place

(b)

Interpretation Introduction

Interpretation:

The product structures of should be drawn in E2 reaction of (1S, 2R)-1-dibromo-1, 2-benylpropane with indication of its configuration.

Concept Introduction:

The SN reaction is a type of reaction mechanism in which one bond is broken and one bond is formed i.e., in one step. SN is a kind of nucleophilic substitution reaction mechanism.

An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.

For alkyl halide (tertiary, benzylic, and allylic) that can undergo both SN2/E2 and SN1/E1 reaction.

A good nucleophile/strong base favors SN2/E2.

In primary alkyl halides substitution take place.

In secondary alkyl halides substitution and elimination take place (strong. bulky bases and high temperatures favor elimination over substitution).

In tertiary alkyl halides only elimination takes place.

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Chapter 10 Solutions

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)

Ch. 10.4 - Prob. 11PCh. 10.5 - Prob. 12PCh. 10.6 - Prob. 14PCh. 10.7 - Why do cis-1-bromo-2-ethylcyclohexane and...Ch. 10.7 - Which isomer reacts more rapidly in an E2...Ch. 10.7 - Prob. 18PCh. 10.8 - Prob. 19PCh. 10.8 - Prob. 20PCh. 10.9 - Prob. 21PCh. 10.9 - Explain why only a substitution product and no...Ch. 10.9 - Prob. 23PCh. 10.9 - Prob. 24PCh. 10.9 - Prob. 25PCh. 10.9 - a. Explain why 1-bromo-2,2-dimethylpropane has...Ch. 10.10 - A small amount of another organic product is...Ch. 10.10 - What is the best way to prepare the following...Ch. 10.10 - Prob. 29PCh. 10.10 - Prob. 30PCh. 10.10 - Why is a cumulated diene not formed in the...Ch. 10.10 - What product is obtained when the following...Ch. 10.11 - Prob. 33PCh. 10.11 - Prob. 34PCh. 10 - Draw the major product obtained when each of the...Ch. 10 - Prob. 36PCh. 10 - a. Indicate how each of the following factors...Ch. 10 - Prob. 38PCh. 10 - A chemist wanted to synthesize the...Ch. 10 - Prob. 40PCh. 10 - Prob. 41PCh. 10 - Prob. 42PCh. 10 - Starting with an alkyl halide, how could the...Ch. 10 - Indicate which species in each pair gives a higher...Ch. 10 - Prob. 45PCh. 10 - For each of the following alkyl halides, indicate...Ch. 10 - Prob. 47PCh. 10 - When 2-bromo-2,3-dimethylbutane reacts with a...Ch. 10 - Prob. 49PCh. 10 - When the following compound undergoes solvolysis...Ch. 10 - cis-1-Bromo-4-tert-butylcyclohexane and...Ch. 10 - Draw the substitution and elimination products.Ch. 10 - Prob. 53PCh. 10 - Prob. 54PCh. 10 - Which of the following hexachlorocyclohexanes is...Ch. 10 - Explain why the rate of the reaction of...Ch. 10 - Prob. 57PCh. 10 - Two elimination products are obtained from the...Ch. 10 - Draw the structures or the product of the obtained...Ch. 10 - How could you prepare the following compounds from...Ch. 10 - cis-4-Bromocyclohexanol and...Ch. 10 - Prob. 62PCh. 10 - Prob. 63P
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