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Question

Why the hydroxyl group in phenols acts as a electron donating group?

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Solution

actually OH group is electron releasing as well as electron withdrawing group ...

-I effect (inductive effect) => in accordance with this effect OH group will show -I (electron withdrawing) effect due to presense of an electronegative Oxygen atom ...

+R effect (resonance effect) => in accordance with this effect OH group will show is +R(electron releasing ) effect due to presence of lone pair of electrons on oxygen ...

when ever their is comparision in bw resonance & inductive or hyperconjugation then more priority is given to

resonance effect ....

example -> CH3CH2OH - -I effect , no resonance - OH group is electron withdrawing

CH2=CH-OH - -I effect , +R effect - OH group electron releasing (possiblity of resonance)

phenol - -I effect , +R effect - OH group is electron releasing (possiblity of resonance)

this is not always true that if OH is attached to aliphatic molecules then it is EWG , if there is

possiblity of resonance then it will become EDG ...


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