Why is imidazole less basic than pyridine?

Imidazole is more basic than pyridine. This is due to the greater resonance stabilization of the positive charge of its conjugate acid. Greater the pka value, the more basic the species become.

What is the basicity order of pyrrole pyridine and imidazole and why?

In other words, imidazole is more basic than pyridine. Answer: The order of increasing basicity is: pyrrole, pyridine, imidazole, piperidine, pyrrolidine.

Which one is more basic imidazole or pyrrole?

Imidazole is over a million times more basic than pyrrole because the sp2 nitrogen that is part of one double bond is structurally similar to pyridine, and has a comparable basicity.

Which is more basic than pyridine?

Pyridine is more basic than pyrrole.

Is pyridine or pyrrole more basic?

Pyrrole is a much weaker base than pyridine (see above). This is because the lone pair on the N atom is already involved in the aromatic array of p electrons.

Why pyridine is more basic than quinoline?

The positive charge of quinoline on the nitrogen is harder to solvate due to steric repulsion of the nearby ring, whereas in pyridine, the small hydrogen atoms in place do not pose a strong steric hindrance for the solvation of the ion.

Why imidazole is more basic than pyrazole?

Imidazole is more basic. The resulting cation in pyrazole is not as stabilized as in imidazole. The “pyrrole-like” nitrogen behaves like a strong electro-withdrawing group. Electrowithdrawing groups are good in stabilizing negative charges, not the contrary (electron withdrawing group drain electron density).

Which is more basic pyridine or quinoline?

Quinoline is less basic than pyridine, even though it has more resonating structures.

Which one is more basic pyridine or quinoline?

Why pyridine is less basic than triethylamine?

Basicity of amines is due to availability of an unshared pair (lone pair) of electrons on nitrogen . This lone pair of electrons is available for the formation of a new bond with a proton or Lewis acid . Pyridine is less basic than triethylamine because lone pair of electron in nitrogen in pyridine is delocalised.