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Amine that cannot be prepared by Gabriel...

Amine that cannot be prepared by Gabriel phthalimide synthesis is

A

aniline

B

benzylamine

C

methylamine

D

iso-butylamine

Text Solution

Verified by Experts

The correct Answer is:
A
Only aliphatic primary amines can be prepared by Gabriel synthesis. Aniline cannot be prepared by this method because aryl halides (`C_(6)H_(5)Cl` or `C_(6)H_(5)Br`) do phthalimide under ordinary conditions to give N-phenyl phthalimide (ie, cleavage of C-X bond in haloarenes is quite difficult).

(RX = aliphatic halide)
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Similar Questions

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

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

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.

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

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

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

    A
    Vinyl bromide
    B
    1-Bromo-3-methylpentane
    C
    Bromobenzene
    D
    2-Bromo-2, 3-dimethylbutane

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

    Write short note on Gabriel phthalimlde synthesis.

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

    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

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