Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter FRP, Problem 35P
Interpretation Introduction

Interpretation:

The structure of the compound using given spectroscopic data is to be elucidated.

Concept introduction:

NMR data indicates the number and type of protons or carbons present in a compound based on the number of signals obtained in 1H NMR or 13C NMR respectively. 1H NMR signals are often indicated as mutiplet such as doublet, triplets, which indicates the number of protons present on carbons adjacent to that proton. Protons of aromatic rings show signals from 6.5 to 7.5 ppm, those of alkyl group from 0.5 to 1.5 ppm, while alkyl groups adjacent to a carbonyl group or oxygen atom show signals from 2.0 to 3.0 ppm. Alcohol groups show a signal at 2.0 to 3.0 ppm but are always a singlet.

Mass spectra of a compound indicate the molecular ion peak which gives the molecular mass of the compound.

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3. Propose a structure for an organic compound with molecular formula C3H1404 given the following 'H NMR and IR spectra. Draw the structure only, no need to interpret the spectra. 1H NMR Spectrum IR Spectrum Triplet Singlet d (6H) 8 (4H) 8 (4H) 1740 cm1 Quartet
Thymol (molecular formula C10H14O) is the major component of the oil of thyme. Thymol shows IR absorptions at 3500–3200, 3150–2850, 1621, and 1585 cm−1. The 1H NMR spectrum of thymol is given below. Propose a possible structure for thymol.
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Organic Chemistry

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