Hi everyone. I had a question regarding a few activators/deactivators as well as a question concerning basicity.
(1) NHCH3 - Is this an activator? I assume the lone pair on the nitrogen is entering the aromatic ring.
(2) NH3+ - Deactivator? The positive charge withdraws electron density from the aromatic ring. Also, in comparison to other deactivators such as carbonyls, SO3H, nitriles, NO2, is NH3+ the weakest/strongest or in between them?
(3) Of the halides, which is the most deactivating and why?
(4) Basicity Question: Imidazole (2 nitrogens) vs Pyrrolidine (1 nitrogen).
I understand that the nitrogen not bonded to the hydrogen in Imidazole is the most basic due to its lone pair being not tied up in the aromatic system. However, is the nitrogen bonded to the hydrogen in Imidazole or the nitrogen in Pyrrolidine the least basic? And why?
I apologize for all the questions, but I'm really trying to understand these concepts well. Thank you!
(1) NHCH3 - Is this an activator? I assume the lone pair on the nitrogen is entering the aromatic ring.
(2) NH3+ - Deactivator? The positive charge withdraws electron density from the aromatic ring. Also, in comparison to other deactivators such as carbonyls, SO3H, nitriles, NO2, is NH3+ the weakest/strongest or in between them?
(3) Of the halides, which is the most deactivating and why?
(4) Basicity Question: Imidazole (2 nitrogens) vs Pyrrolidine (1 nitrogen).
I understand that the nitrogen not bonded to the hydrogen in Imidazole is the most basic due to its lone pair being not tied up in the aromatic system. However, is the nitrogen bonded to the hydrogen in Imidazole or the nitrogen in Pyrrolidine the least basic? And why?
I apologize for all the questions, but I'm really trying to understand these concepts well. Thank you!