1) Which of the following makes it difficult to monobrominate aniline: A) The ba
ID: 1015936 • Letter: 1
Question
1) Which of the following makes it difficult to monobrominate aniline:
A) The basicity of the N interferes in a Lewis acid/base sense.
B) The ring is too deactivated due to the electron withdrawal of the N because of its electronegativity.
C) The ring is too activated due to the electron donation of the N via its lone pair.
D) The basicity of the N interferes in a Bronsted acid/base sense.
2) Which of the following makes it difficult to acylate aniline via Friedel-Crafts acylation:
A) The ring is too activated due to the electron donation of the N via its lone pair.
B) The basicity of the N interferes in a Lewis acid/base sense.
C) The ring is too deactivated due to the electron withdrawal of the N because of its electronegativity.
D) The basicity of the N interferes in a Bronsted acid/base sense.
3) Which of the following makes it difficult to nitrate only the ortho or para positions of aniline:
A) The ring is too deactivated due to the electron withdrawal of the N because of its electronegativity.
B) The basicity of the N interferes in a Lewis acid/base sense.
C) The basicity of the N interferes in a Bronsted acid/base sense.
D) The ring is too activated due to the electron donation of the N via its lone pair.
Explanation / Answer
1. Aniline is benzene ring with NH2 group. N in amine here makes the substituent very much activating. It activates the ring such that the bromide will attack on ortho and para position and leads to tribromoaniline. Answer is C.
2. AlCl3 is used as a reagent in Friedel Craft acylation. AlCl3 is a lewis acid and NH2 of aniline is basic. So, they both react during the reaction and starts precipitating. Answer is A.
3. Here the reason is same as in part 1. So, answer is also same. Answer is D.
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