ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
Question
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Chapter 7, Problem 7.52SP

(a)

Interpretation Introduction

To determine: The major product of acid-catalyzed dehydration of the given alcohol, pentan2ol.

Interpretation: The major product of acid-catalyzed dehydration of the given alcohol, pentan2ol is to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

In acid-catalyzed dehydration, a saturated compound is converted to an unsaturated compound in the presence of an acid catalyst.

(b)

Interpretation Introduction

To determine: The major product of acid-catalyzed dehydration of the given alcohol, 1methylcyclopentanol.

Interpretation: The major product of acid-catalyzed dehydration of the given alcohol, 1methylcyclopentanol is to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

In acid-catalyzed dehydration, a saturated compound is converted to an unsaturated compound in the presence of an acid catalyst.

(c)

Interpretation Introduction

To determine: The major product of acid-catalyzed dehydration of the given alcohol, 2methylcyclohexanol.

Interpretation: The major product of acid-catalyzed dehydration of the given alcohol, 2methylcyclohexanol is to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

In acid-catalyzed dehydration, a saturated compound is converted to an unsaturated compound in the presence of an acid catalyst.

(d)

Interpretation Introduction

To determine: The major product of acid-catalyzed dehydration of the given alcohol, 2,2dimethylpropan-1-ol.

Interpretation: The major product of acid-catalyzed dehydration of the given alcohol, 2,2dimethylpropan-1-ol is to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

In acid-catalyzed dehydration, a saturated compound is converted to an unsaturated compound in the presence of an acid catalyst.

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13.84. Chlorine atoms react with methane, forming HCI and CH3. The rate constant for the reaction is 6.0 × 107 M¹ s¹ at 298 K. When the experiment was run at three other temperatures, the following data were collected: T (K) k (M-1 s-1) 303 6.5 × 107 308 7.0 × 107 313 7.5 x 107 a. Calculate the values of the activation energy and the frequency factor for the reaction. b. What is the value of the rate constant in the lower stratosphere, where T = 218 K?

Chapter 7 Solutions

ORGANIC CHEMISTRY

Ch. 7.8B - Use the data in Table7-2 to predict the energy...Ch. 7.8C - Prob. 7.13PCh. 7.8E - Explain why each of the following alkenes is...Ch. 7.8F - Prob. 7.15PCh. 7.10 - Prob. 7.16PCh. 7.10A - SN1 substitution and E1 elimination frequently...Ch. 7.10C - Prob. 7.18PCh. 7.10C - Prob. 7.19PCh. 7.10C - Prob. 7.20PCh. 7.11 - Prob. 7.21PCh. 7.11 - Prob. 7.22PCh. 7.12 - Prob. 7.23PCh. 7.12 - Prob. 7.24PCh. 7.13 - Prob. 7.25PCh. 7.14B - Prob. 7.26PCh. 7.14B - Make models of the blowing compounds, and predict...Ch. 7.15 - Prob. 7.28PCh. 7.15 - Prob. 7.29PCh. 7.15 - Prob. 7.30PCh. 7.15 - Prob. 7.31PCh. 7.16 - Predict the major and minor elimination products...Ch. 7.17B - Predict the products and mechanisms of the...Ch. 7.18 - Propose mechanisms for the following reactions.Ch. 7.18 - Prob. 7.35PCh. 7.19B - The dehydrogenation of butane to trans-but-2-ene...Ch. 7.19B - Prob. 7.37PCh. 7.19B - Prob. 7.38PCh. 7.19B - Prob. 7.39PCh. 7 - Prob. 7.40SPCh. 7 - Prob. 7.41SPCh. 7 - Prob. 7.42SPCh. 7 - Prob. 7.43SPCh. 7 - Prob. 7.44SPCh. 7 - Prob. 7.45SPCh. 7 - Prob. 7.46SPCh. 7 - The energy difference between cis- and...Ch. 7 - Prob. 7.48SPCh. 7 - Prob. 7.49SPCh. 7 - Prob. 7.50SPCh. 7 - What halides would undergo E2 dehydrohalogenation...Ch. 7 - Prob. 7.52SPCh. 7 - Prob. 7.53SPCh. 7 - Write a balanced equation for each reaction,...Ch. 7 - Prob. 7.55SPCh. 7 - Using cyclohexane as your starting material, show...Ch. 7 - Show how you would prepare cyclopentene from each...Ch. 7 - Prob. 7.58SPCh. 7 - E1 eliminations of alkyl halides are rarely useful...Ch. 7 - Prob. 7.60SPCh. 7 - Propose mechanisms for the following reactions....Ch. 7 - Prob. 7.62SPCh. 7 - Prob. 7.63SPCh. 7 - Prob. 7.64SPCh. 7 - Prob. 7.65SPCh. 7 - Prob. 7.66SPCh. 7 - Prob. 7.67SPCh. 7 - Prob. 7.68SPCh. 7 - Prob. 7.69SPCh. 7 - Explain the dramatic difference in rotational...Ch. 7 - One of the following dichloronorbornanes undergoes...Ch. 7 - A graduate student wanted to make...Ch. 7 - Prob. 7.73SPCh. 7 - Prob. 7.74SPCh. 7 - Prob. 7.75SPCh. 7 - Prob. 7.76SP
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