Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 13.7, Problem 13.5P

Following are two constitutional isomers with the molecular formula C4H8O2.

Chapter 13.7, Problem 13.5P, Following are two constitutional isomers with the molecular formula C4H8O2. (a) Predict the number

  1. (a) Predict the number of signals in the 1H-NMR spectrum of each isomer.
  2. (b) Predict the ratio of areas of the signals in each spectrum.
  3. (c) Show how you can distinguish between these isomers on the basis of chemical shift.
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The 1H NMR spectrum of 1,2-dimethoxyethane (CH3OCH2CH2OCH3) recorded on a 300 MHz NMR spectrometer consists of signals at 1017 Hz and 1065 Hz downfield from TMS.(a) Calculate the chemical shift of each absorption. (b) At what frequency would each absorption occur if the spectrum were recorded on a 500 MHz NMR spectrometer?
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