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WSU / Chemistry / CHM 1240 / How do you illustrate a methyl shift?

How do you illustrate a methyl shift?

How do you illustrate a methyl shift?

Description

School: Wayne State University
Department: Chemistry
Course: Organic Chem 1
Professor: Regina zibuck
Term: Summer 2015
Tags:
Cost: 25
Name: Organic Chemistry Notes
Description: Here are the notes for another week of organic chemistry: spectroscopy and NMR
Uploaded: 07/13/2016
7 Pages 101 Views 1 Unlocks
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Chapter 10 + 11If you want to learn more check out What are the essential roles of enzymes?

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*adding x2 don’t matter where X goes

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  1. Integration the intensity of the signals as measured by the area under each peak, gives ratios of the different kinds of protons
  • Done electronically by NMR instrument
  • Peak areas are proportional to # of equivalent protons responsible for that signal

Calculate IHD

  • IHD (#C + 1) – ½ (H + Hal – N) (always whole #)
  • (SODAR) Hint on # rings and/or DB in a molecule
  • If IHD is 4 or more, think benzene ring  (there’ll be peaks from 7-8)
  • If there’s a C = C we should see a peak at 6.5
  • Can be a ring, or any DB ( C= 0 or C= C) or others

Ex. C6H12O2                IHD = 1

 3.68 ppm, singlet, 3H  CH3 next to OH on adj C

1.28 ppm, singlet, 9H  this tells tertbutyl

Now put methyl/test pieces on the ester

        The methyl goes to the O                        you know this chemical shift

        The test goes to carbonyl side        

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