Interpretation:
The preparation of
Concept Introduction:
Gabriel synthesis is used to prepare primary
The reaction starts with the potassium salt of phthalimide. It has a nucleophilic nitrogen atom having a negative charge.
The potassium salt of phthalimide reacts with a primary
Further reaction hydrazine forms the required primary amine.
Aryl halides do not react by this method since nucleophilic substitution does not take place on
Want to see the full answer?
Check out a sample textbook solutionChapter 22 Solutions
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
- The following compound used in perfumery has a violet-like scent. Propose a synthesis of this compound from benzene. 4-Isopropylacetophenonearrow_forward(D)The best route to synthesise aromatic primary amines is by reduction of the corresponding nitro compounds. Draw the reaction scheme for the preparation of p-toluidine.arrow_forwardShow how to synthesize the following amines from the indicated starting materials.(a) N-cyclopentylaniline from anilinearrow_forward
- When acetophenone, hydroxelamine hydrochloride, and sodium hydroxide are reacted to synthesize acetophenone oxime, why is it necessary to add hydrochloric acid after the reaction to make it acidic?arrow_forwardChoose the correct phrase from the following One of the important methods for preparing cyclic amides is the reaction of Crignard reagent with cyclohexanone. The reaction of inulin with indole is given in an acidic medium that gives cyclic amide Caprolactam is a type of cyclic amide that can be prepared from cyclohexanearrow_forwardPredict the products obtained from the reaction of triolein with the following reagents.(a) NaOH in waterarrow_forward
- How imines and enamines are converted back to carbonyl compounds by hydrolysis with mild acid ?arrow_forwardWrite the mechanism for the following reactions: 1. the acid-catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine 2. the acid-catalyzed hydrolysis of an enamine to a carbonyl compound and a secondary amine a. How do the two mechanisms differ?arrow_forwardShow how to synthesize the following amines from the indicated starting materials.(a) N-cyclopentylaniline from aniline (b) N-ethylpyrrolidine from pyrrolidinearrow_forward
- Show how to synthesize the following amines from the indicated starting materials byreductive amination.(a) benzylmethylamine from benzaldehydearrow_forwardShow how to synthesize the following amines from the indicated starting materials byreductive amination. ) N-cyclohexylaniline from cyclohexanonearrow_forwardPrimary amines can also be prepared by the reaction of an alkyl halide with azide ion, followed by catalytic hydrogenation. What advantage do this method and the Gabriel synthesis have over the synthesis of a primary amine using an alkyl halide and ammonia?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning