there is a competency between five and six member non-aromatic oxygen containing heterocyclic compound as product formation during the reaction, among 5 and 6 -member which is more thermodynamically stable and why?????
Six member heterocyclic non aromatic compounds are more stable than five member ring. the six member can be in chair form in which there is no angle or eclipse strain .
In theory, if the cycles had a unique 2D conformation, the angles of the 5-membered rings are more closely to the angles of carbon atoms with sp3 hybridation (108º versus 109º, please consider that heteroatoms can modify this angles). A 6-membered planar ring would have 120º, further from the C sp3 tetrahedral angle.
But the 6-membered rings can have 3D conformations, such as the chair conformation (the more stable) and the boat conformation. These conformations relaxe the angles, getting them closer to the tetrahedral angle. Thus, cycle gains stability.
Other advantage of this spacial ordenation is that the cycle can orientate the substituents in the axial and equatorial positions: normally the voluminous substituents goes to the equatorial as the axial positions may have steric hindrance.
Six membered heterocyclic aromatic compounds are more stable than five membered counterparts. In the case of alicylic heterocyclic compounds six membered rings are more stable than five and four membered rings. Six membered ring compounds stability can be attributed to the puckered nature of the rings, that eliminates the ring strain imparting more stability to the compounds. Five membered rings do have such stabilising factors, but not equal to that of six membered counter parts. Four and three membered rings do not have such stability because they are planar and the atoms experience severe strain..
Six membered ring of the heterocyclic compounds are more stable (less reactive) than the five membered ring due to the bigger bond angle of six membered than the five membered ones according to Huekel theory.
@ Viktor Barat. The bond angle is essential to determine reactivity of the heterocyclic rings, e.g 3-membered ring is more reactive than 4-membred and 4-membred is more reactive than 5-membered and 5-membered is more reactive than 6-membred.