ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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Chapter 13, Problem 38P
Interpretation Introduction

Interpretation:

The structure of trifluralin and compound A in its given preparation reaction is to be identified.

Concept introduction:

Aryl halides (halogens attached to the benzene ring) undergo nucleophilic aromatic substitution reaction only if there are strong deactivating groups present either ortho and para to the halogen in the ring.

Nitration of the substituted benzene follows electrophilic substitution reaction mechanism.

Nitro group (NO2) is a strong deactivating group, and it helps in the nucleophilic substitution of the halogens from the benzene ring.

In the presence of sulfuric acid, concentrated nitric acid acts as a nitrating agent to the benzene ring.

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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 13 Solutions

ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE

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