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Amongst the following, the total number ...

Amongst the following, the total number of compounds which can be prepared by Gabriel phthalimide reaction are______.
Aniline, p-toluidine, isopropylamine, triethylamine, ethanamine, propan-l-amine, sec butylamine, dimethylamine.

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The correct Answer is:
4

Only aliphatic 1° amines like isopropylamine, ethanamine, propan-1-amine and sec-butylamine can be prepared by Gabriel phthalimide reaction.
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Read the passage given below and answer the following questions: Reduction of carboxylic acids and their derivatives plays an important role in organic synthesis, in both laboratory and industrial processes. Traditionally, the reduction is performed using stochiometric amounts of hydride reagents, generating stochiometric amounts of waste. A much more attractive, atom-economical approach is a catalytic reaction using H_2 , however, hydrogenation of carboxylic acid derivatives under mild conditions is a very challenging task, with amides presenting the highest challenge among all classes of carbonyl compounds. Very few examples of the important hydrogenation of amides to amines, in which the C-O bond is cleaved with the liberation of water (Scheme 1), were reported. C-O cleavage of amides can also be affected with silanes as reducing agents. We have now prepared the new, dearomatized, bipyridine-based pincer complex 3, catalyst 3(Here refered as Cat. 3). Remarkably, it efficiently catalyzes the selective hydrogenation of amides to form amines and alcohols (eq 1). The reaction proceeds under mild pressure and neutral conditions, with no additives being required. Since the reaction proceeds well under anhydrous conditions, hydrolytic cleavage of the amide is not involved in this process. (Balaraman, E., Gnanaprakasam, B., Shimon, L. J., & Milstein, D. (2010). Direct hydrogenation of amides to alcohols and amines under mild conditions. Journal of the American Chemical Society, 132(47), 16756-16758.) In the following questions, a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices on the basis of the above passage. Assertion: N-methyl ethanamide on reaction with catalyst 3 will yield ethanol and methanamine. Reason: Use of Catalyst 3 brings about cleavage of C-N bond of amides

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