ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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Chapter 13.12, Problem 16P
Interpretation Introduction

Interpretation:

The two products having the molecular formula C12H9NO2 that is obtained by the treatment of biphenyl with the combination of nitric acid and sulfuric acid are to be determined.

Concept Introduction:

The regioselectivity of substitution in aromatic compounds depends on the substituent already attached to the ring.

Certain substituents are ortho and para directing while certain substituents are meta directing.

If the nitric acid reacts with sulfuric acid, the nitronium ion is generated. This nitronium ion is the active electrophile and reacts with the pi-electron system of the benzene or aromatic 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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