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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.


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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.

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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.


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Refer to the structures the an adverse charge never gets end META position and hense resonance go not impact the electron thickness at META.

See more: How Many Inches Is 75 Cm To Inches, Convert 75 Centimeters To Inches

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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