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Topic: Why is imidazole more basic than pyrazole?  (Read 5763 times)

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Offline dun13203171

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Why is imidazole more basic than pyrazole?
« on: December 25, 2015, 10:05:33 AM »
I am unsure why imidazole  is more basic than pyrazole.

Is it because Nitrogen is electron with drawing, so in 1,2 pyrazole, the nitrogen (N-H) in position one plays a reduce the basicity of the adajacent nitrogen by withdrawing its electrons towards itself?

In imidazole, the nitrogen is in position 3, further away from the other nitrogen which is in position 1, so its lone pair if more available for protonation and it is not being withdrawn by the nitrogen in position 1 to the same extent?

If someone could comment that my concept is correct I would be very appreciative!

thanks and merry christmas.

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