Acetylation of aniline reduces its activation effect.
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Acetylation of aniline gives acetanilide, which undergoes nitration at low temperature, yielding the para-nitro product in high yield. The modifying acetyl group can then be removed by acid-catalyzed hydrolysis, to yield para-nitroaniline.
Although the activating influence of the amino group has been reduced by this procedure, the acetyl derivative remains an ortho/para-directing and activating substituent.
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Q1
Give reasons of the following:
Acetylation of aniline reduces its activation effect.
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Q2
Give reasons for the following:
(a) Acetylation of aniline reduces its activation effect.
(b) CH3NH2 is more basic than C6H5NH2
(c) Although - NH2 is O/P directing group,
yet aniline on nitration gives a significant amount of m - nitroaniline.
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Q3
Why does acetylation of −NH2 group of aniline reduce its activity ?
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Q4
Aniline when acetylated, the product on nitration followed by alkaline hydrolysis gives:
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Q5
Reaction of aniline with acetyl chloride in the presence of NaOH gives: