What Structural Configuration Explains 10 Identical Hydrogens in C8H18O?

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SUMMARY

The discussion centers on identifying an organic compound with the formula C8H18O, which has a molecular mass of approximately 130 amu and contains at least one -OH group. The proton NMR data reveals integration values of 1:2:2:3:10, raising questions about the structural configuration that results in 10 identical hydrogens. The inquiry emphasizes the need for further analysis of j-splitting and chemical shifts to clarify the NMR pattern and confirm the compound's structure.

PREREQUISITES
  • Understanding of proton NMR spectroscopy
  • Familiarity with mass spectrometry techniques
  • Knowledge of organic chemistry and isomerism
  • Experience with interpreting IR spectroscopy data
NEXT STEPS
  • Research j-splitting in NMR spectroscopy to analyze peak patterns
  • Study chemical shift values for protons in organic compounds
  • Explore structural isomers of C8H18O to identify potential configurations
  • Investigate the implications of -OH group positioning on NMR results
USEFUL FOR

Chemists, organic chemistry students, and researchers involved in molecular identification and structural analysis will benefit from this discussion.

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I am attempting to identify an organic "mystery compound." Having run both IR and mass spectrometry, I conjecture that the compound has a molecular mass of ~130 amu and possesses at least one -OH group. C8H18O fits this profile nicely, but no isomers of which I can conceive are commensurate with the proton NMR data, which yields the following integration values: 1:2:2:3:10. Once again, this corroborates the proposed empirical formula, but what sort of structural configuration gives 10 identical hydrogens??
 
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9 would be obvious, no idea for 10.

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Does you NMR data include j-splitting information? Is that 10-proton region split into a mess of peaks? What are the chemical shifts that correspond to the 1:2:2:3:10 pattern?
 

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