Huckel's rule, aromatic character, and molecular orbitals

Today’s lecture tried to tie Huckel’s rule to a number of topics, including:

  • aromatic character, a more nuanced way of talking about aromaticity
  • charge distributions and geometry
  • evaluation of “minor” resonance structures
  • molecular orbital theory

You can see all of the slides that were used here. I also remarked on the connection between various sources of polycyclic aromatic hydrocarbons (especially benzopyrene) and various sources of cancer. Here are some links that I found interesting:

  • benzopyrene – nice summary of chemical and biological phenomena including cancer discussion
  • In a Puff of Smoke – a site created by the Chemical Heritage Foundation for teachers (at what level? high school maybe?) that explores the science behind tobacco and other causes of cancer. Some facts that I discovered: U.S. per capita consumption of cigarettes rose from 94 per year in 1910 to 2,558 per year in 1940 (that’s per capita and since some people don’t smoke at all, consumption by smokers was actually much higher). Actually, there’s plenty of information here that I didn’t know.
  • Percivall Pott – the doctor who was the first to suggest a link between chimney soot and cancer
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2 Responses to Huckel's rule, aromatic character, and molecular orbitals

  1. Patrick Fink says:

    In your study guide for Ch. 14, checklist point #5 reads
    5. Recognize 1H NMR signals created by benzene
    (arene) protons attached and use spectroscopic data to determine molecular structures.
    Your english leaves me wondering what I need to know about protons. Could you clarify the typo?
    P

  2. Alan Shusterman says:

    Good catch. My language doesn’t click for me either. Here’s what it should have said, “5. Recognize 1H NMR signals created by benzene (arene) protons and use spectroscopic data to determine molecular structures”. So just remove the word, ‘attached’.

    These signals have characteristic chemical shifts and are usually easy to recognize.

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