ISSUE:

hello!

I'm Raissa, I study Biochemistry in Cordoba-Argentina and this forum has helped me a lot!!!! My question is about the basicity of heterocyclic compounds in general... if I have, for example: aniline, pyrrole, imidazole and pyridine, how do I order them in order of basicity without needing to know the pKa or pKb?
since in the partial they do not give them to me. ...Is there something that helps me to realize when a compound is more basic than another?

Another query is:
I have to classify each one of the nitrogens of the following compounds as strongly or weakly basic, again, without needing to see the pKa values, I must deduce it... the compounds: a) imidazole b) pyrrolidine c
) oxasol d) indole E) (I don't know what it's called, but it's the same as the piperidine structure with an O in the para position, but it's inside the ring, (it's not a substituent)) I hope I haven't confused so much


with My doubts!! I can't find this information anywhere and I don't realize how to identify them! Thank you!

Hello, I will compare some bases



It is difficult to order by basicity without knowing the pKas of the conjugate acids. There are some rules that help like:

1. Charge increases basicity
2. On the periodic table basicity increases to the left and up.
3. Resonance decreases basicity.

Thus, an aromatic amine (with resonance) is less basic than an aliphatic one.
Aliphatic amines are more basic than pyridine because of nitrogen hybridization.
Imidazole presents a very important basicity due to the transfer of the nitrogen pair.
Oxazole will have less basicity than imidazole, due to the lesser tendency of oxygen to give up its pair.

Greetings

Hello, I have a question, maybe half silly, because the pyridonium cation, the conjugate acid of pyridine, is less basic than pyridine. I make the resonance structures but I don't know how to justify