Heterocyclic Chemistry
Basicity of pyridine, piperidine and pyrrole
Comparedtoanalogousaliphaticamines,pyridineislessbasic
thisisduetothenitrogenatominpyridineissp2hybridized
(moreelectronegative)andthelonepairofelectronsoccupiesan
sp2orbitalthusitisheldmoretightlybythenucleusthanthe
lonepairofelectroninaliphaticamineswithsp3hybridizedN
atomandthelonepairofelectronsoccupiesansp3orbital(less
electronegative).
An explanation about the Basic character of piperidine, pyridine and
pyrrole (pKb= 2.9 pKb= 8.8 and pKb= 13.6 respectively)
By- Saurav K. Rawat (Rawat DA Greatt)
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