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महाराष्ट्र राज्य शिक्षण मंडळएचएससी विज्ञान (सामान्य) इयत्ता १२ वी

Why cannot aniline be prepared by Gabriel phthalimide synthesis? - Chemistry

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प्रश्न

Why cannot aniline be prepared by Gabriel phthalimide synthesis?

दीर्घउत्तर
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उत्तर

  1. Gabriel phthalimide synthesis is used for the preparation of aliphatic primary amines.
  2. It involves the nucleophilic substitution of alkyl halides by the anion formed by the phthalimide.
  3. But aryl halides do not undergo nucleophilic substitution with the anion formed by the phthalimide.
    Hence, aniline cannot be prepared by Gabriel phthalimide synthesis.
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पाठ 13: Amines - Long answer questions

संबंधित प्रश्‍न

Identify the compounds 'A' and 'B' in the following equation:


Illustrate the following reaction giving suitable example in each case:Gabriel phthalimide synthesis


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


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

\[\ce{CH3CH2Br ->[KCN] A ->[LiAlH4] B ->[HNO2][0^\circ C] C}\]


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

\[\ce{C6H5NO2 ->[Fe/HCl] A ->[NaNO2 + HCl][273 K] B ->[H2O/H+][\Delta] C}\]


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?


Explain the mechanism of action of hydroiodic acid on 3-methylbutan-2-ol.


Mention 'two' uses of propan-2-one.


Arrange the following in the increasing order of their pKvalues:

C6H5NH2, C2H5NH2, C6H5NHCH3


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


Choose the most correct option.

Which of the following compounds will dissolve in aqueous NaOH after undergoing reaction with Hinsberg reagent?


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.

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


Answer the following

Write a reaction to convert acetic acid into methylamine.


The following amines is the product of Gabriel phthalimide synthesis.


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


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


Identify compound 'B' in following series of reactions?

\[\ce{Acetonitrile ->[Na/alcohol] A ->[NaNO2/dil.HCI] B}\]


Identify the product obtained when benzyl chloride undergoes ammonolysis in presence of excess ammonia followed by the reaction with two moles of methyl iodide.


Identify the major product (B).


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


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


The reduction of alkyl cyanide with sodium and ethanol to give primary amines is, ____________.


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


Which of the following reagents is used in Hofmann's elimination reaction of amines?


For producing amines, the reaction of nitro compounds with iron scrap is preferred because:


Given below are two statements labelled as Assertion (A) and Reason (R).

Assertion (A): Alkyl halides are insoluble in water.

Reason (R): Alkyl halides have halogen attached to sp3 hybrid carbon.

Select the most appropriate answer from the options given below:


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 ______.


Reduction of aromatic nitro compounds using \[\ce{Fe}\] and \[\ce{HCl}\] gives ______.


Among the following amines, the strongest Brönsted base is:


Which of the following methods of preparation of amines will give same number of carbon atoms in the chain of amines as in the reactant?


Which of the following reactions are correct?

(i)

(ii)

(iii)

(iv)


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.\[\ce{H2 SO4}\].


Write following conversions:

nitrobenzene `->` acetanilide


Write following conversions:

acetanilide `->` p-nitroaniline


Match the reactions given in Column I with the statements given in Column II.

  Column I   Column II
(i) Ammonolysis (a) Amine with lesser number of carbon atoms
(ii) Gabriel phthalimide synthesis (b) Detection test for primary amines.
(iii) Hoffmann Bromamide reaction (c) Reaction of phthalimide with \[\ce{KOH}\] and \[\ce{R-X}\]
(iv) Carbylamine reaction (d) Reaction of alkylhalides with \[\ce{NH3}\]

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

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


Account for the following:

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


The compound X is which of the following?

\[\ce{CH3CN ->[Na + C2H5OH] x}\]


Reduction of nitro alkanes yields which compound?


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 ______.


The amine 'A' when treated with nitrous acid gives yellow oily substance. The amine A is ______.


Identify the product ‘C’ in the following reaction.

\[\ce{Aniline ->[(CH3CH)2O][Pyridine] A ->[Br2][CH3COOH] B ->[H^+ or OH^-] C}\]


Identify A and B in the following reaction.

\[\ce{C6H5CH2Br ->[Alco.][KCN] A ->[Na/Ethanol][reduction] B}\]


Write short note on the following:

Ammonolysis


Write a short note on Ammonolysis.


Assertion: Amimonolysis of alkyl halides involves the reaction between alkyl halides and alcoholic ammonia.

Reason: Ammonolysis of alkyl halides produces secondary amines only.


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