化學題目求詳解

2011-01-19 5:59 pm
Account for the following orders of reactivity:
Toward the Lewis acid BMe3 :pyridine > 2,6-dimethylpyridine

why?請解釋詳細ㄧ點

回答 (1)

2011-01-24 11:16 am
✔ 最佳答案
it's about steric repulsion between the alkyl groups.

a dative covalent bond is formed when the electron lone pair on N approaches the electron-deficient B.
for 2,6-dimethylpyridine, the two methyl groups on ortho-positions has steric repulsion against the methyls on boron. this raises the energy of the molecule, leading to instability of the adduct. thus 2,6-dimethylpyridine is less reactive than solely pyridine toward trimethylboron.



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