Why C6H5O- is a stronger nucleophile than CH3CO2-?
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but the C6H5O- only have one oxygen and 6C for reasonance so the negative charge in CH3CO2- is not readly to donate than in C6H5O- moreover the CH6H5O- have a more carbon than CH3CO2- which have a stronge positive inductive effect . so the C6H5O- is a stronger nucleophilie than CH3CO2-. 希望帮到你拉..
参考: myself
Nucleophiles(Nu) are proton-loving species and they are protons acceptors( Lewis bases)
so stronger Nu me more electron-rich or even -ve particles. C6H5O- is a phenoxide which is a benzene ring attached with an negatively charged O atom
although there is delocalization of pi e-
O is still the most electronegative atom and hence the delocalized pi e- will be strongly distorted towards the O atom
making it even more -ve and a very strong Nu. On the other hand
CH3CO2- is an ethanoate and although there is an negatively charged O atom
the pi e- in COO- group can undergo resonance(delocalization) and the charge can be spread beeen the o equally electronegative O atoms
making the -ve charge less intense and hence it is a weaker Nu than C6H5O-.
参考: Chem knowledge
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