Question icon
Grade 12Physical Chemistry

Why ortho nitro phenol more acidic than ortho methoxyphenol

Profile image of Vivek Sharma
9 Years agoGrade 12
Answers icon

3 Answers

Profile image of Rohan D Kadam
9 Years ago
In ortho nitrophenol the nitro group has electron withdrawing effect which increases it`s acidity while the electron donating effect of methoxy group in ortho methoxyphenol decreases its acidity.
Profile image of Vikas TU
9 Years ago
First Reason is:
Due to intramolecuar attraction
Second Reason is:
in nitrophenol the NO2 has the tendency to show -M effect very very much greater than -OCH3 as OCH3 is an slectron donating group would make the compound basic not acidic.
Profile image of Ashwini Dongre
7 Years ago
It is due to the more negative inductive and negative resonance effect,electron density decreases on O-H bond and hence lose of a proton becomes easy
In a case of methoxy due to positive inductive effect electron density increases hence lose of a proton becomes difficult