Proton NMR - Spin-Spin Splitting and Multiplicity

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SUMMARY

The discussion focuses on determining the multiplicity due to spin-spin splitting for the protons in the molecule (C6H5)-CH2-CH2-CH2-OH. The highlighted CH2 group is surrounded by non-equivalent protons, leading to a potential multiplicity of 5 if assumed equal, but the actual multiplicity could be a quintet or a hextet based on the first-order coupling assumption. The spin-spin coupling constants for methylene groups are typically 5-7 Hz, and first-order coupling is generally assumed when the ratio of frequency difference to coupling constant (Δv/J) exceeds 20. The discussion emphasizes the importance of understanding these coupling constants and assumptions in NMR analysis.

PREREQUISITES
  • Understanding of Proton NMR spectroscopy
  • Knowledge of spin-spin coupling and multiplicity
  • Familiarity with first-order coupling concepts
  • Basic principles of chemical structure and equivalence in organic molecules
NEXT STEPS
  • Study the principles of first-order coupling in NMR spectroscopy
  • Learn about the calculation of spin-spin coupling constants in organic compounds
  • Explore advanced NMR techniques for analyzing complex multiplets
  • Review examples of spin-spin splitting in various organic molecules
USEFUL FOR

Chemistry students, organic chemists, and researchers involved in NMR spectroscopy and molecular analysis will benefit from this discussion.

Vitalik
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1. What will be the multiplicity due to spin-spin splitting of the highlighted protons in the molecule: (C6H5)-CH2-CH2-CH2-OH?



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The Attempt at a Solution


I know that the ones surrounding the highlighted CH2 group are not equivalent. If they were, the multiplicity would be 5. When I make a branching diagram, I get 6 to a multiplet. In the textbook, there was an example of a similar case where you could "assume" that they were equal, even though they were not. How do I know if I can "assume" in this case? My answer choices are a) doublet b) triplet c) quartet d) quintet e) hextet. I'm stuck between d) a quintet, if I assume that they are equal and e) the minimum, probably, but couldn't a multiplet of more than 6 form also? Any help? Thank you.
 
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The assumption you are asked to make... is this first order coupling? Generally first order coupling is assumed for \Delta v\ /J > 20, where \Delta v\ is the frequency difference from the centroid of the multiplets. Sometimes first order coupling is apparent where \Delta v\ /J =10. The spin-spin coupling constants for methylene-methylene are usually about 5-7 Hz.

Remember that J coupling is independent of magnetic field strength whereas the absorption frequency is a function of field strength.
 
Last edited:
Thank you for your help. The problem never said that I could assume it was first-order coupling, but my professor also cleared up the situation. Thanks again.
 

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