Find the molecules by interpreting the H NMR spectroscopy

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SUMMARY

The discussion focuses on interpreting H NMR spectroscopy to identify three compounds with the same molecular formula, C6H12O2. The user analyzes three different H NMR spectra, noting integration ratios of 2:3:2:2:3 for the first, 1:3:2:3:3 for the second, and 1:3 for the third, all indicating one degree of unsaturation. The user emphasizes starting with the spectrum rather than proposed structures and concludes that the third spectrum appears to be the simplest, involving two types of protons, specifically a CH3 group and four additional CH3 groups.

PREREQUISITES
  • Understanding of H NMR spectroscopy principles
  • Knowledge of molecular formula interpretation
  • Familiarity with integration and degrees of unsaturation
  • Experience with organic compound structure determination
NEXT STEPS
  • Study H NMR spectroscopy integration techniques
  • Learn about degrees of unsaturation in organic compounds
  • Explore common structural motifs for C6H12O2 compounds
  • Practice interpreting various H NMR spectra
USEFUL FOR

Chemistry students, organic chemists, and anyone involved in molecular structure determination using NMR spectroscopy.

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Homework Statement


I have a 3 compounds with the same formula: C6H12O2
I need to find the molecules by interpreting the H NMR spectroscopy

http://aceorganic.pearsoncmg.com/epoch-plugin/tempfiles/1867_430.jpg
http://aceorganic.pearsoncmg.com/epoch-plugin/tempfiles/1869_524.jpg
http://aceorganic.pearsoncmg.com/epoch-plugin/tempfiles/1871_526.jpg

The Attempt at a Solution

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I've tried so many structures that it would be pointless to name them off.
 
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Don't start with structures - start with the spectrum. What does integration tell you about number of hydrogens? What does formula tell about saturation?
 
Well I know (atleast I think) the integrations;
1st graph: 2:3:2:2:3; One degree of unsaturation
2nd graph: 1:3:2:3:3; One degree of unsaturation
3rd graph: 1:3; One degree of unsaturation

But then I can't put everything together. I spend atleast an hour one each of these but can't figure out there connectivity.
 
3rd seems to be the simplest. 1:3 - you have two types of protons. How many of each type?
 
Each spike counts as 3 Hydrogens...so a CH3 and then 4 CH3?
 
I figured them out. Thanks for the help.
 

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