TBR Physics Example 1.11

[howtomedicine]

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I don't understand how Nitrogen B donates to the aromatic ring through resonance. I think i'm having a hard time picturing the electron pushing in this case. Can anyone help me try to understand that.

 

[theonlytycrane]

The lone pair on the nitrogen atom can push electrons into the ring. More resonance forms can be drawn by continually moving the electrons around the ring.

The lone pair on nitrogen C is not able to push any electrons in conjugation with anything. Those electrons are less "busy" and more available for donation (to act like a base).

 

[howtomedicine]

Oh okay that makes a lot of sense, and if I were to start from the primary amine, it would look like this right?

 

[theonlytycrane]

Oh okay that makes a lot of sense, and if I were to start from the primary amine, it would look like this right?

Yeah, nice 🙂

 

[howtomedicine]

Thank you!