Home
Class 12
CHEMISTRY
Identify the final product PhCH(3) und...

Identify the final product
`PhCH_(3) underset(H_(2)SO_(4))overset(HNO_(3))to p-O_(2)N-C_(6)H_(4)CH_(3) underset(H^(+))overset(MnO_(4))to (X) underset((ii)NH_(3))overset((i)SOCl_(2))to (Y) overset(P_(2)O_(5))to(Z)`

A

`p-O_(2)N-C_(6)H_(4)-CO_(2)H`

B

`p-O_(2)N-C_(6)H_(4)-CN`

C

`p-O_(2)N-C_(6)H_(4)-CONH_(2)`

D

`p-O_(2)N-C_(6)H_(4)-CH_(2)CN`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, let's break down the reactions and identify the final product (Z) based on the provided information. ### Step 1: Nitration of Toluene - **Reaction**: Toluene (PhCH₃) is treated with a mixture of concentrated H₂SO₄ and HNO₃. - **Product**: This reaction introduces a nitro group (-NO₂) to the aromatic ring, preferentially at the para position due to the activating effect of the methyl group. - **Intermediate Product**: p-Nitrotoluene (p-O₂N-C₆H₄CH₃). **Hint**: Remember that the nitration of toluene leads to the formation of nitrotoluene, and the methyl group directs the nitro group to the para position. ### Step 2: Oxidation of p-Nitrotoluene - **Reaction**: p-Nitrotoluene is then oxidized using KMnO₄ (potassium permanganate), a strong oxidizing agent. - **Product**: The methyl group (-CH₃) is oxidized to a carboxylic acid (-COOH), resulting in p-Nitrobenzoic acid (p-O₂N-C₆H₄COOH). **Hint**: Strong oxidizing agents like KMnO₄ can convert alkyl groups to carboxylic acids. ### Step 3: Reaction with Thionyl Chloride (SOCl₂) - **Reaction**: p-Nitrobenzoic acid reacts with thionyl chloride (SOCl₂). - **Product**: This reaction converts the carboxylic acid (-COOH) into an acyl chloride (-COCl), resulting in p-Nitrobenzoyl chloride (p-O₂N-C₆H₄COCl). **Hint**: Thionyl chloride is commonly used to convert carboxylic acids to acyl chlorides. ### Step 4: Reaction with Ammonia (NH₃) - **Reaction**: p-Nitrobenzoyl chloride reacts with ammonia (NH₃). - **Product**: The acyl chloride reacts with ammonia to form an amide, yielding p-Nitrobenzamide (p-O₂N-C₆H₄CONH₂). **Hint**: Acyl chlorides react with ammonia to form amides, replacing the chloride with an amine group. ### Step 5: Dehydration with Phosphorus Pentoxide (P₂O₅) - **Reaction**: p-Nitrobenzamide undergoes dehydration using phosphorus pentoxide (P₂O₅). - **Product**: This step removes water, leading to the formation of p-Nitrobenzene (p-O₂N-C₆H₄) as the final product (Z). **Hint**: P₂O₅ is a dehydrating agent that can facilitate the removal of water from amides to yield aromatic compounds. ### Final Product The final product (Z) is **p-Nitrobenzene (p-O₂N-C₆H₄)**. ### Summary of Steps 1. Nitration of toluene → p-Nitrotoluene 2. Oxidation of p-Nitrotoluene → p-Nitrobenzoic acid 3. Conversion of p-Nitrobenzoic acid to p-Nitrobenzoyl chloride 4. Reaction of p-Nitrobenzoyl chloride with ammonia → p-Nitrobenzamide 5. Dehydration of p-Nitrobenzamide → p-Nitrobenzene
Promotional Banner

Topper's Solved these Questions

  • GENERAL ORGANIC CHEMISTRY

    FIITJEE|Exercise MORE THAN ONE CORRECT CHOICES|24 Videos
  • GENERAL ORGANIC CHEMISTRY

    FIITJEE|Exercise COMPREHENSION TYPE|18 Videos
  • GENERAL ORGANIC CHEMISTRY

    FIITJEE|Exercise Section (I) [Jee mains]: With Single Correct Choice|100 Videos
  • GASEOUS STATE

    FIITJEE|Exercise MATCHING LIST TYPE QUESTION|1 Videos
  • HYDROCARBONS

    FIITJEE|Exercise SINGLE INTEGER ANSWER TYPE QUESTION|9 Videos

Similar Questions

Explore conceptually related problems

H_(3)C CH_(2)CO_(2)H underset(Delta)overset(P_(2)O_(5))to X overset(H_(2)O)to Y overset(SoCl_(2))to Z Identify X,Y and Z.

In the given reaction sequences the final product 'C' is CH_3-CH_2-OH underset((ii)H_2O^(+))overset((i)KMnO_4//overset(-)(OH)//Delta)(rarr)(A)underset((ii)NH_3)overset((i)SOCl_2)(rarr)(B) overset(Br_(2)//KOH)(rarr)(C )

CH_(3)underset(CH_(3))underset(|)(CH)-CH=CH_(2)underset((ii)H_(2)O_(2)//OH)overset((i)B_(2)H_(4))toXunderset(140^(@))overset(H_(2)SO_(4))toY What is Y ?

Identify Y in the reaction, C_(6)H_(5)NH_(2) underset(273K)overset(NaNO_(2)//HCl)to X underset(dil." "H_(2)SO_(4))overset(H_(2)O)toY