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Consider the structure of caffeine (re-draw it here), and answer the following questions from a structural...

Consider the structure of caffeine (re-draw it here), and answer the following questions from a structural perspective.

  1. Caffeine is an alkaloid and, as such, is weakly basic. Circle and label the basic atom or atoms (hints: consider the base in Experiment 4C, and consult the Derivative procedure on page 235).
  2. Identify (circle on your structure) and discuss two different structural features that would account for solubility in methylene chloride (hint: think intermolecular forces).
  3. Identify (circle on your structure) and discuss two different structural features that would account for solubility in water (hint: think intermolecular forces).
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