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Grade: 12
        
Which is more reactive towards electrophillic substitution reaction and why?
C6H5OH(phenol) or C6H5CH2OH
3 months ago

Answers : (2)

Vikas TU
10470 Points
							
Dear student 
Electrophilic substitution depends upon the electron density on the benzene ring, nitro group show -R effect and anime and alcohol show +R effect.
In p-nitrotoluene, the nitro group will decrease the electron density in the benzene ring, hence being the least reactive.
In p-methyl aniline and p-methyl phenol, anime and alcohol group will increase electron density and make it more reactive towards Electrophilic substitution, this effect is profound in alcohols more than amines
So the order must be,
p-methyl phenol > p-methyl aniline > Benzene > p-nitro toluene.
3 months ago
Arun
23773 Points
							
In anisole the resonace stabilisation from the lone pair of electrons on the oxygen atom is somewhat disturbed through a hyperconjugation. ... This effect is however absent in phenol and hence the aromatic ring is more electron rich thereby phenol is more reactive than anisole towards electrophilic aromatic substitution
3 months ago
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