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Acidic and Basic Nitrogens

  1. Dec 1, 2011 #1
    I've been trying to brush up on my ochm but I haven't been able to find any solid/reliable rules on how to determine if a nitrogen is acidic or basic.
    For eg. If a 5 carbon ring with nitrogen, it would be considered acidic but it has no protons.

    I would really appreciate some help on clarifying this

    Thank you
  2. jcsd
  3. Dec 2, 2011 #2
    At one level, they are both acidic and basic. What definitions of acid and base are you using?
  4. Dec 4, 2011 #3


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    I've been a chemist for a while now and this is the first time I've ever heard that nitrogen can be acidic in a 5-member ring if it has no protons. Ammonium can be acidic if it has at least 1 proton. So try this rule on for size:

    "If a nitrogen atom bears a full positive charge and is bound to at least 1 proton, it's acidic."
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