Problem: Basic red 1 is a tetracyclic compound (it has four rings) that shares many structural similarities with the dyes in the previous problem (Chem. Rev. 1993, 93, 381–433). This compound has many significant resonance structures, and the positive charge is highly delocalized. While resonance structures can be drawn in which the positive charge is spread throughout all four rings, nonetheless, one of the rings likely bears very little of the charge relative to the other rings. Identify the ring that is not participating as effectively in resonance and suggest an explanation. 

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Basic red 1 is a tetracyclic compound (it has four rings) that shares many structural similarities with the dyes in the previous problem (Chem. Rev. 1993, 93, 381–433). This compound has many significant resonance structures, and the positive charge is highly delocalized. While resonance structures can be drawn in which the positive charge is spread throughout all four rings, nonetheless, one of the rings likely bears very little of the charge relative to the other rings. Identify the ring that is not participating as effectively in resonance and suggest an explanation. 

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Based on our data, we think this problem is relevant for Professor Stains' class at UNL.

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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Klein 2nd Edition. You can also practice Organic Chemistry - Klein 2nd Edition practice problems.