Answered: 100 'H NMR of Q IR of a 6H 3H 50 1H…

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100 'H NMR of Q IR of a 6H 3H 50 1H 4000 3500 3000 2500 Wavenumber (cm) 2000 1500 ppm % Transmitance

Principles of Instrumental Analysis

7th Edition

ISBN:9781305577213

Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch

Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch

Chapter19: Nuclear Magnetic Resonance Spectroscopy

Section: Chapter Questions

Problem 19.8QAP

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Concept explainers

Mass Spectrometry

This process is an instrumental method in which a sample is changed to fast moving positive ions by electron bombardment. The charged particles vary due to their different mass to charge ratio and are estimated with the help of this difference. It is also called mass spectroscopy.

Question

Treatment of butan-2-one (CH3COCH2CH3) with strong base followed by CH3I forms a compound Q, which gives a molecular ion in its mass spectrum at 86. The IR (> 1500 cm−1 only) and 1H NMR spectrum of Q are given below. What is the structure of Q?

100
'H NMR of Q
IR of a
6H
3H
50
1H
4000
3500
3000
2500
Wavenumber (cm)
2000
1500
ppm
% Transmitance

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13 C,H120 MICRONS 9 10 13 14 15 16 100 70 60 20 1000 800 600 400 1400 WAVENUMBERSS (CM) 4000 3600 3200 2800 2400 2000 1800 1600 1200 10 % TRANSMITTANCE