Five-membered aromatic heterocycles with one heteroatom undergo electrophilic substitutions preferentially at the α-position (C-2 and C-5) rather than at the β-position (C-3 and C-4). Explain?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 55AP: Draw and name the seven aldehydes and ketones with the formula C5H10O. Which are chiral?
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 Five-membered aromatic heterocycles with one heteroatom undergo electrophilic substitutions preferentially at the α-position (C-2 and C-5) rather than at the β-position (C-3 and C-4). Explain?

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