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If you draw the resonatic structure, obviously, the conjugate base of phenol seems to be more stabilized than methanoic acid's. Then why this anomaly?

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  • $\begingroup$ Hi and welcome to chemistry.stackexchange.com. Feel free to take a tour of the site. Visit the help center to learn more about how it works. $\endgroup$ – Jan Feb 9 '16 at 14:15
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    $\begingroup$ Can someone find a duplicate which says that it's not the number of resonance structures that matters, but rather the extent of their contribution? This question has been asked too many times. $\endgroup$ – orthocresol Feb 9 '16 at 14:47
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    $\begingroup$ obviously, the conjugate base of phenol seems to be more stabilized than methanoic acid's No, I do not think this is obvious at all. As @orthocresol pointed out, the number of resonance structures is of secondary importance compared to their individual stability and contribution. $\endgroup$ – bon Feb 9 '16 at 15:32