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In the Caffeine molecule, is aromaticity confined only to the 5 membered ring? The entire molecule is planar and the 6 membered ring also seems to have 6π electrons. The entire molecule has 10π electrons.(inside)

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  • $\begingroup$ related: chemistry.stackexchange.com/q/54268/102629 $\endgroup$ – cngzz1 Jan 16 at 4:03
  • $\begingroup$ This question does not mention anything about the 6 membered ring except that it is planar $\endgroup$ – user102687 Jan 16 at 4:05
  • $\begingroup$ This link has an answer: Caffeine. $\endgroup$ – user102687 Jan 16 at 7:02
  • $\begingroup$ You should condense the content of that link into an answer here. $\endgroup$ – Karl Jan 16 at 7:17
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No. The 6 membered ring is also a part of its aromaticity.

This can be better understood by considering the Zwitterion of Caffeine.

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The entire molecule is planar, conjugated and has 10π electrons(4n+2)

Reference:Slides by Nevina Keskineva

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