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Q.

(a) Arrange the following compounds in the increasing order of their acid strength:
p-cresol, p-nitrophenol, phenol
(b) Write the mechanism (using curved arrow notation) of the following reaction:
CH2=CH2H3O+CH3CH2++H2O

OR

Write the structures of the products when Butan-2-ol reacts with the following:
(a) CrO3
(b) SOCl2

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Detailed Solution

(a) In p-nitrophenol, nitro group shows −M effect, which stabilizes the conjugate anion hence, it will be most acidic. In p-cresol, methyl group shows +H effect which destabilizes the conjugate anion hence, it will be least acidic. Therefore, acidity order will be: p-cresol < phenol < p-nitrophenol 
(b)Question Image

OR

(a) Question Image
(b) Question Image

 

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