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Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry

Which of the following compounds is the strongest base?

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Step-by-step solution

The basicity of a compound depends on the availability of the lone pair of electrons on the heteroatom for donation to a proton. In compound (A) (piperidine), the nitrogen atom is sp^3 hybridized. The lone pair is localized and readily available for protonation. It acts as a typical secondary aliphatic amine. In compound (B) (tetrahydropyran), the heteroatom is oxygen. Since oxygen is more electronegative than nitrogen, it holds its lone pairs more tightly, making it a much weaker base than aliphatic amines. In com

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