Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781337516402
Author: Brown
Publisher: Cengage
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Chapter 8, Problem 8.21P

(a)

Interpretation Introduction

Interpretation:

A second chain propagation step in the given reaction has to be proposed.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction: Organic Chemistry, Chapter 8, Problem 8.21P , additional homework tip  1

Chain propagation: Organic Chemistry, Chapter 8, Problem 8.21P , additional homework tip  2

Chain termination:

Organic Chemistry, Chapter 8, Problem 8.21P , additional homework tip  3

(b)

Interpretation Introduction

Interpretation:

Heat of the reaction, ΔH0 for each propagation step has to be calculated.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction: Organic Chemistry, Chapter 8, Problem 8.21P , additional homework tip  4

Chain propagation: Organic Chemistry, Chapter 8, Problem 8.21P , additional homework tip  5

Chain termination:

Organic Chemistry, Chapter 8, Problem 8.21P , additional homework tip  6

Bond dissociation energy is a measure of bond strength in a chemical bond.

It is a change in enthalpy of a homolysis reaction at absolute zero where a molecule is broken down into two free radicals.

ΔH0=BDE(broken)BDE(formed)

(c)

Interpretation Introduction

Interpretation:

The energies and relative rates of the set chain propagation steps in section 8.5B with given reaction has to be compared.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction: Organic Chemistry, Chapter 8, Problem 8.21P , additional homework tip  7

Chain propagation: Organic Chemistry, Chapter 8, Problem 8.21P , additional homework tip  8

Chain termination:

Organic Chemistry, Chapter 8, Problem 8.21P , additional homework tip  9

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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
Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 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**
11:14 ... worksheets.beyondlabz.com 3. To check your predictions, click this link for Interpreting NMR Spectra 1. You will see a list of all the - compounds in the spectra library in alphabetical order by IUPAC name. Hovering over a name in the list will show the structure on the chalkboard. The four buttons on the top of the Spectra tab in the tray are used to select the different spectroscopic techniques for the selected compound. Make sure the NMR button has been selected. 4. Scroll through the list of names to find the names for the two compounds you have been given and click on the name to display the NMR spectrum for each. In the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated with each peak for each compound. Compare your answers to your predictions. **Not all slots must be filled** Peak Chemical Shift (d) Multiplicity 1 2 3 4 5
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