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You are watching: Which is more acidic 3-nitrophenol or 2-nitrophenol
My professor stated while explaining the acidic nature the phenol that meta-nitrophenol is less acidic 보다 para-nitrophenol, and gave the factor that resonance doesn"t beat on meta, however I didn"t gain it.
The acidity of nitrophenols (or any type of acid for the matter) is identified by the stability of the conjugate base. In the case of m-nitrophenol and also p-nitrophenol, the relative stability deserve to be established by looking at the resonance structures.
You deserve to see that p-nitrophenol has secondary resonance structure where the an adverse charge is delocalised top top the oxygens the the nitro group, i m sorry are highly electronegative and therefore stabilise the fee effectively. This stabilisation is not feasible in the situation of m-nitrophenol since there is no opportunity via resonance because that delocalisation onto the nitro group.
Refer to the structures the an adverse charge never gets end META position and hense resonance go not impact the electron thickness at META.
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and hense nitro ~ above META will certainly not have the ability to pull electron native ring via (-M) and hense there would be negligible efffect top top polarity the O-H bond.
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