Calculating Chemical Shifts for OCH3 Benzene Ring

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SUMMARY

The discussion focuses on calculating chemical shifts for a benzene ring with OCH3 groups at positions 1 and 4. The key constants provided include values for various alkane and aromatic protons, with specific references to phenyl hydrogen (Ph-H) at 7.2 ppm and methyl protons attached to the methoxy group (OCH3) at 3.6 ppm. The calculations utilize known chemical shift values for different proton environments, emphasizing the importance of understanding the influence of substituents on chemical shifts in NMR spectroscopy.

PREREQUISITES
  • Basic understanding of NMR spectroscopy
  • Familiarity with chemical shift values for different proton environments
  • Knowledge of substituent effects on aromatic compounds
  • Ability to interpret and analyze molecular structures
NEXT STEPS
  • Study NMR chemical shift calculations for various functional groups
  • Learn about the influence of electron-donating and electron-withdrawing groups on chemical shifts
  • Explore advanced NMR techniques for complex organic compounds
  • Review literature on substituent effects in aromatic systems
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Chemists, organic chemistry students, and researchers in NMR spectroscopy who are looking to deepen their understanding of chemical shift calculations and the effects of substituents on aromatic compounds.

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Can someone please explain to me how to calculate chemical shifts only given a few constants? For example the compound is as follows:

a benzene ring except in positions 1 and 4 there is an OCH3 group.

given only the values of:
alkane CH3 = 0.9
alkane CH2 = 1.3
alkane CH = 1.4

O=C-CH3 --> 2.1
-C(triple bond)C-H -->2.5
R-CH2-X --> 3-4
>C=C<H --> 5-6
>C=C<CH3 --> 1.7
Ph-H --> 7.2
Ph-CH3 --> 2.3
R-CHO --> 9-10
R-COOH --> 10-12
R-OH --> 2-5
Ar-OH --> 4-7
R-NH2 --> 1.5-4

The final answer is supposed to be for the H's delta 7.2 and for the H's attached to CH3O delta 3.6. Please help I don't understand how to do any of the chemical shift calculations at all! Thank you in advance. :bugeye:
 
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It is somewhat complex, but we know that the compound includes phenyl H (Ph-H), and Ph-X-CH3. Therefore, the entries R-CH2X and Ph-H would be useful for you.
 

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