EBK GET READY FOR ORGANIC CHEMISTRY
EBK GET READY FOR ORGANIC CHEMISTRY
2nd Edition
ISBN: 9780321830555
Author: KARTY
Publisher: VST
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Chapter 22, Problem 22.40P
Interpretation Introduction

(a)

Interpretation:

The appropriate reagent to carry out the given transformation is to be predicted.

Concept introduction:

Sulfonation is an electrophilic aromatic substitution reaction. The aromatic ring, on reaction with concentrated sulfuric acid or fuming sulfuric acid (H2SO4 enriched with SO3), undergoes substitution of one of the ring hydrogen by SO3H group and forms aryl sulfonic acids ; this is called sulfonation.

Interpretation Introduction

(b)

Interpretation:

The appropriate reagent to carry out the given transformation is to be predicted.

Concept introduction:

Nitration is an electrophilic aromatic substitution reaction. Benzene, on reaction with nitric acid or with a mixture of concentrated nitric acid and sulfuric acid, undergoes substitution of one of the ring hydrogen by nitro group and forms nitrobenzene; this is called nitration.

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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
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**

Chapter 22 Solutions

EBK GET READY FOR ORGANIC CHEMISTRY

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