English

Answer the following Explain Gabriel phthalimide synthesis. - Chemistry

Advertisements
Advertisements

Question

Answer the following

Explain Gabriel phthalimide synthesis.

Answer in Brief
Advertisements

Solution

This method is used for the synthesis of primary amine. It involves the following three stages.

i. Formation of the potassium salt of phthalimide from phthalimide on reaction with alcoholic potassium hydroxide.

ii. Formation of N-alkyl phthalimide from the potassium salt by reaction with an alkyl halide.

iii. Alkaline hydrolysis of N-alkyl phthalimide to form the corresponding primary amine.

shaalaa.com
  Is there an error in this question or solution?
Chapter 13: Amines - Exercises [Page 297]

APPEARS IN

Balbharati Chemistry [English] Standard 12 Maharashtra State Board
Chapter 13 Amines
Exercises | Q 3.06 | Page 297

RELATED QUESTIONS

How do you convert the following: C6H5CONH2 to C6H5NH2


How do you convert the following: Ethanenitrile to ethanamine


Give the structures of A, B and C in the following reaction:

\[\ce{C6H5NO2 ->[Fe/HCl] A ->[HNO2][273 K] B ->[C6H5OH] C}\]


Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?


Write the reaction of aliphatic primary amine with nitrous acid.


Give a plausible explanation for the following:

Why are amines less acidic than alcohols of comparable molecular masses?


Give the structures of A, B and C in the following reactions :


Give the structures of A, B and C in the following reactions :


Give the structures of A, B and C in the following reactions :


Account for the following:
Gabriel phthalimide synthesis is not preferred for preparing aromatic primary amines.


Answer in one sentence.

Which amide does produce ethanamine by Hofmann bromamide degradation reaction?


Answer in one sentence.

Predict the product of the following reaction.

\[\ce{Nitrobenzene ->[Sn/conc.HCl]?}\]


The following amines is the product of Gabriel phthalimide synthesis.


Mendius reaction is used to convert _____________


Name the process of breaking C-X bond by ammonia in preparation of amines.


Write the order of reactivity of alkyl halides with ammonia.


Write reactions to bring about the following conversions.

Acetamide to methylamine


Write reactions for the preparation of ethanamine using Gabriel phthalimide synthesis.


Acetamide on reduction using Na/C2H5OH gives ____________.


Alkyl cyanides on reduction by sodium and ethanol give primary amines. This reaction is called as ____________.


The end product C of the following reaction is

\[\ce{C2H5NH2 ->[HNO2] A ->[PCl5] B ->[NH3][Alcohol] C}\]


Which of the following amines exhibits maximum degree of intermolecular hydrogen bonding?


What product is formed when \[\ce{R - C ≡ N}\] is hydrolysed?


\[\ce{CH3-CN ->[Na/C2H5OH]}\]

The product formed is ____________.


Which nitrogen containing compound amongst the following would undergo Mendius reduction to furnish primary amine \[\ce{(R - NH2)}\]?


Which of the following reactions is appropriate for converting benzamide to aniline?


Which of the following amines forms a clear solution when treated with benzene sulphonyl chloride and excess of potassium hydroxide?


Identify the INCORRECT statement regarding Hofmann bromamide reaction.


Which of the following reagents is used in Mendius reduction reaction of alkyl cyanide?


Identify product B in the following reaction.

\[\ce{Aniline ->[NaNO2][HCl] A ->[KI] B}\]


Which of the following does NOT give carbylamine test?


Which of the following reactions does NOT yield an amine?


Nitro compounds are reduced by iron scrap and hydrochloric acid to yield one of the following compounds:


Amongst the following, the strongest base in aqueous medium is ______.


Benzylamine may be alkylated as shown in the following equation:

\[\ce{C6H5CH2NH2 + R - X -> C6H5CH2NHR}\]

Which of the following alkylhalides is best suited for this reaction through SN1 mechanism?


Which of the following reagents would not be a good choice for reducing an aryl nitro compound to an amine?


The best reagent for converting, 2-phenylpropanamide into 1- phenylethanamine is ______.


Which of the following amines can be prepared by Gabriel synthesis.

(i) Isobutyl amine

(ii) 2-Phenylethylamine

(iii) N-methylbenzylamine

(iv) Aniline


Under which of the following reaction conditions, aniline gives p-nitro derivative as the major product?

(i) Acetyl chloride/pyridine followed by reaction with conc.\[\ce{H2SO4 }\] + conc. \[\ce{HNO3}\].

(ii) Acetic anyhdride/pyridine followed by conc.\[\ce{H2SO4}\] + conc.\[\ce{HNO3}\].

(iii) Dil. HCl followed by reaction with conc.\[\ce{H2SO4}\] + conc.\[\ce{HNO3}\].

(iv) Reaction with conc.\[\ce{HNO3}\] + conc.\[\ce{H2 SO4}\].


What is the best reagent to convert nitrile to primary amine?


Suggest a route by which the following conversion can be accomplished.


Identify A and B in the following reaction.


How will you carry out the following conversion?


Assertion: Aromatic 1° amines can be prepared by Gabriel Phthalimide Synthesis.

Reason: Aryl halides undergo nucleophilic substitution with anion formed by phthalimide.


Describe Gabriel's phthalimide synthesis. (Give reaction)


Account for the following:

Aniline cannot be prepared by the ammonolysis of chlorobenzene under normal conditions.


A primary amine is formed by an amide on treatment with bromine and alkali. The primary amine has


Which of the following compound is expected to be most basic?


When primary amines are treated with HCl, the product obtained is which of the following?


Which of the following reaction DOES NOT involve Hoffmann bromamide degradation?


Methyl amine on reaction with chloroform in the presence of NaOH gives ______.


What is the IUPAC name of \[\ce{(CH3)2 - N - CH3}\]?


Identify the compo ds A and B in the following reactions:

\[\ce{A ->[Nitrating mixture] B ->[(i) Sn/cone. HCI][(ii) NaOH] Aniline}\]


Write short note on the following.

Ammonolysis.


Write a short note on Ammonolysis.


Share
Notifications

Englishहिंदीमराठी


      Forgot password?
Use app×