Pyridine is less basic than triethylamine because:a)Pyridine has aroma...
The sp2 hybrid has larger s-character(33.33%) than sp3 hybrid(25%). Therefore nucleus of Nitrogen atom has stonger attraction for electrons in pyridine that means it is less available for coordination with a protons compared to Et3N electron pair. Thus pyridine is a weak base.
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Pyridine is less basic than triethylamine because:a)Pyridine has aroma...
As the lone pair in Pyridine is sp2 hybrid. the orbital EN is more compared to triethyl amine as in the latter the lp is sp3 hybrid. Thus pyridine is less basic than triethyl amine
Pyridine is less basic than triethylamine because:a)Pyridine has aroma...
Explanation:
Pyridine and triethylamine are both organic compounds containing a nitrogen atom. However, pyridine is less basic than triethylamine. The reason for this is that the nitrogen atom in pyridine is sp2 hybridized.
Sp2 hybridization:
In sp2 hybridization, the nitrogen atom in pyridine forms three sigma bonds with three carbon atoms, resulting in a trigonal planar geometry. This leaves one unhybridized p orbital on the nitrogen atom, which contains a lone pair of electrons.
Basicity:
The basicity of a compound is determined by its ability to donate a pair of electrons. In the case of pyridine, the lone pair of electrons on the nitrogen atom is delocalized within the aromatic ring. This delocalization makes the lone pair less available for donation, reducing the basicity of pyridine.
Comparison with triethylamine:
In contrast, triethylamine does not have a delocalized system like pyridine. The nitrogen atom in triethylamine is sp3 hybridized, meaning it has four sigma bonds and a lone pair of electrons in a tetrahedral geometry. The lone pair of electrons in triethylamine is not delocalized and is therefore more readily available for donation, making triethylamine more basic than pyridine.
Conclusion:
In summary, pyridine is less basic than triethylamine because the lone pair of electrons on the nitrogen atom in pyridine is delocalized within the aromatic ring, reducing its availability for donation. On the other hand, triethylamine does not have this delocalization and has a more readily available lone pair of electrons, making it more basic than pyridine.