Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
Question
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Chapter 9, Problem 56P

(a)

Interpretation Introduction

Interpretation:

Rate of the reaction of methyl iodide with quinuclidine and methyl iodide with trimethylamine is measured in nitrobenzene, based on it answer the following questions.

Concept Introduction:

Rateα [alkyl halide][nucleophile]

Thus,

rate=k[alkylhalide][nucleophile] , where k is the rate constant.

Increasing the height of the energy barrier decreases the magnitude of the rate constant, thus causes the reaction to be slower.

The rate of the SN2 reaction depends not only on the number of alkyl group but also on the size.

Steric hindrance decreases the rate of the reaction by increasing the energy of the transition state.

Higher the height of the energy barrier lowers the rate constant.

(b)

Interpretation Introduction

Interpretation:

Rate of the reaction of methyl iodide with quinuclidine and methyl iodide with trimethylamine is measured in nitrobenzene, based on it answer the following questions.

Concept Introduction:

Rateα [alkyl halide][nucleophile]

Thus,

rate=k[alkylhalide][nucleophile] , where k is the rate constant.

Increasing the height of the energy barrier decreases the magnitude of the rate constant, thus causes the reaction to be slower.

The rate of the SN2 reaction depends not only on the number of alkyl group but also on the size.

Steric hindrance decreases the rate of the reaction by increasing the energy of the transition state.

Higher the height of the energy barrier lowers the rate constant.

(c)

Interpretation Introduction

Interpretation:

Rate of the reaction of methyl iodide with quinuclidine and methyl iodide with trimethylamine is measured in nitrobenzene, based on it answer the following questions.

Concept Introduction:

Rateα [alkyl halide][nucleophile]

Thus,

rate=k[alkylhalide][nucleophile] , where k is the rate constant.

Increasing the height of the energy barrier decreases the magnitude of the rate constant, thus causes the reaction to be slower.

The rate of the SN2 reaction depends not only on the number of alkyl group but also on the size.

Steric hindrance decreases the rate of the reaction by increasing the energy of the transition state.

Higher the height of the energy barrier lowers the rate constant.

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Done 11:14 ⚫ worksheets.beyondlabz.com 5 (a). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 6 5 (b). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 7 6. Are there any differences between the spectra you obtained in Beyond Labz and the predicted spectra? If so, what were the differences? <
2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Chapter 9 Solutions

Organic Chemistry

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