ORGANIC CHEMISTRY (LL)-W/ACCESS
ORGANIC CHEMISTRY (LL)-W/ACCESS
10th Edition
ISBN: 9781259717536
Author: Carey
Publisher: MCG
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Chapter 18, Problem 49P
Interpretation Introduction

Interpretation:

The structure of compound from the given IR and NMR data is to be identified.

Concept introduction:

Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations.

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group.

The value of chemical peaks in NMR depends upon the chemical environment around the hydrogen atom.

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An unknown compound has the molecular formula C6H12O2. The compound shows a strong peak in its IR spectrum at 1700 cm-1. The 1H NMR data of the compound  is given in the graph. Which structure corresponds to the unknown compound?
22. A compound with the molecular formula C8H8O produces an IR spectrum with signals at 3063, 1686, and 1646 cm-1. The 1H NMR spectrum of this compound exhibits a singlet at 2.6ppm(l=3H), and a multiplet at 7.5(l= 5H). Draw the structure and give the common name of this compound . Show the correlations between the structure and spectra.
Identify the structures of D and E, isomers of molecular formula C6H12O2, from their IR and 1H NMR data. Signals at 1.35 and 1.60 ppm in the 1H NMR spectrum of D and 1.90 ppm in the 1H NMR spectrum of Eare multiplets.a. IR absorption for D at 1743 cm−1b. IR absorption for E at 1746 cm−1

Chapter 18 Solutions

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