Home
Class 12
CHEMISTRY
In the Gabriel's phthalimide synthesis, ...

In the Gabriel's phthalimide synthesis, phthalimide is treated first with `:`

A

`C_(2) H_(5)I//KOH`

B

Ethanolic Na

C

Ethanol and `H_(2)SO_(4)`

D

Ether and `LiAlH_(4)`

Text Solution

AI Generated Solution

The correct Answer is:
### Step-by-Step Solution: 1. **Understanding Gabriel's Phthalimide Synthesis**: - Gabriel's phthalimide synthesis is a method used to prepare primary amines from phthalimide. The reaction involves the nucleophilic substitution of a halide by the phthalimide nitrogen. 2. **Identify the Starting Material**: - The starting material in this synthesis is phthalimide, which has the structure: \[ \text{C}_6\text{H}_4(\text{CO})_2\text{NH} \] - This compound consists of a phthalimide ring with two carbonyl groups (C=O) and an amine group (NH). 3. **First Step of the Reaction**: - The first step involves treating phthalimide with a strong base, typically potassium hydroxide (KOH), in alcoholic conditions. This deprotonates the nitrogen, making it a better nucleophile. 4. **Formation of Phthalimide Anion**: - The reaction with KOH leads to the formation of the phthalimide anion: \[ \text{Phthalimide} + \text{KOH} \rightarrow \text{Phthalimide anion} + \text{H}_2\text{O} \] 5. **Nucleophilic Substitution**: - Next, the phthalimide anion reacts with an alkyl halide, such as ethyl iodide (C2H5I), in a nucleophilic substitution reaction. The iodide ion (I-) is displaced: \[ \text{Phthalimide anion} + \text{C}_2\text{H}_5\text{I} \rightarrow \text{N-ethylphthalimide} + \text{I}^- \] 6. **Hydrolysis**: - Finally, the N-ethylphthalimide is hydrolyzed (usually with a strong base like NaOH or KOH) to yield the primary amine (ethylamine) and phthalic acid: \[ \text{N-ethylphthalimide} + \text{NaOH} \rightarrow \text{C}_2\text{H}_5\text{NH}_2 + \text{Phthalic acid} \] 7. **Conclusion**: - The correct reagents for the first step in Gabriel's phthalimide synthesis are **C2H5I (ethyl iodide) and KOH**. ### Final Answer: **C2H5I and KOH** ---
Promotional Banner

Topper's Solved these Questions

  • ALDEHYDES,KETONES & CARBOXYLIC ACIDS

    VMC MODULES ENGLISH|Exercise IN-CHAPTER EXERCISE-L|10 Videos
  • ALCOHOLS, PHENOLS & ETHERS

    VMC MODULES ENGLISH|Exercise Impeccable|100 Videos
  • AMINES

    VMC MODULES ENGLISH|Exercise IN CHAPTER EXERCISE H|10 Videos

Similar Questions

Explore conceptually related problems

Gabriel's Phthalimide Reaction

Gabriel phthalimide synthesis can be used to prepare:

Gabriel phthalimide synthesis is preferred for the synthesis of

What is synthesis ?

In Gabriel synthesis, halide may be:

Gabriel phthalimide synthesis is used for the preparation of........

Gabriel phthalimide synthesis can be used for the preparation of amine from

Statement 1: Aryl amines cannot be prepared by Gabriel's phthalimide synthesis and Statement 2: Aromatic halides do not give S_(N)2 reactions.