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Grade 12th passOrganic Chemistry

2,6 diertiary butyl phenol is much weaker acid than phenol.explain.

Profile image of Shreya
9 Years agoGrade 12th pass
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1 Answer

Profile image of Adil Khan
9 Years ago
Hi

In between both2,6 -Di tert butylphenol is a weaker acid than phenol because when you see the structure of 1stmolecule we notice that it is having 2 tert butyl group linked to phenol molecule.In tert butyl group there is pressence of CH3 groups which act as +I group (inductive effect) and we know that the moleculehaving +I effect attached to it increases the overall electron density on the molecule and the molecule is able to donate electrons, making it basic or less acidic.

This is absent in phenol and in phenol C6H5 is a -I group which decreases the electron density on a molecule making it more acidic ie it can donate H+ ion easily due to weaker -ve charge linked to it.520-1223_download (1).png