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Why cannot aromtic primary AMINES be pre...

Why cannot aromtic primary AMINES be prepared by gabrile phthalimide synthesis?

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Gabriel phthalimide reaction occurs through the nucleophilic attack by the phthalimide anion on the organic halogen compound figure Since arylhalides do not undergo nucleophilic substitution reactions easily, aromatic primary AMINES cannot be prepared by this method
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Which one of the following can be prepared by Gabriel phthalimide synthesis?

Assertion : Aromatic amines cannot be prepared by Gabriel's phthalimide synthesis. Reason : Aryl halides do not undergo electrophilic substitution with anion formed by phthalimide.

Knowledge Check

  • Statement 1 Aromatic primary amines cannot be prepared by Gabriel phthalimide synthesis. Statement 2 : Aryl halides do not undergo electrophilic substitution with anion formed by phthalimide.

    A
    Statement 1 is True, statement 2 is True, Statement 2 is Correct explanation for Statement 1.
    B
    Statement 1 is True, Statement 2 is True, Statement 2 is NOT a correct explanation for Statement 1.
    C
    Statement 1 is True, Statement 2 is False.
    D
    Statement 1 is False, Statement 2 is True.

  • Amine that cannot be prepared by Gabriel phthalimide synthesis is

    A
    aniline
    B
    benzylamine
    C
    methylamine
    D
    iso-butylamine

  • Which one of the following can be prepare by Gabriel phthalimide synthesis ?

    A
    Aniline
    B
    o-toluidine
    C
    Benzylamine
    D
    N-methylethanamine

    • Similar Questions

    Explore conceptually related problems

    Using Grabriel phthallmide synthesis aromatic primary amines cannot be prepared. Do you agree with this statement? Justify.

    Account for the following: i. pK_b of -aniline is more than that of methylamine. ii. Ethylamine is soluble in water whereas aniline is not. iii. Methylaminé in water reacts with ferric chloride to precipitate.hydrated.ferric oxide. iv. Athough amino group is o and p - directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substäntial amount of m - nitroaniline. v. Aniline does not undergo Friedel Craft's reaction. vi. Díazonium salts of aromatic AMINES are more stable than those of aliphatic AMINES. vii. Gabriel phthalimide synthesis is preferred for synthesising primary AMINES

    Gabriel's phthalimide synthesis is used to prepare certain types of amines. Which type of amines are prepared by Gabriel synthesis?

    Which of these alkyl halides can be used to prepare amines using Gabriel phthalimide synthesis?

    An important route to unsymmetrical ethers is a nucleophilic substitution reaction known as the Williamson synthesis. This synthesis consists of an S_(N)2 reaction of a sodium alkoxide with an alkyl halide, alkyl sulphonate or alkyl sulphate. By a proper choice of reagents, both symmetrical and unsymmetrical ethers can be prepared by Williamson synthesis. The reverse process of cleavage of ethers to give back the original alkyl halide and the alcohol can be carried out by heating the ether with HI at 373 K. Which of the following ethers cannot be prepared by Williamson synthesis?

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