Home
Class 12
CHEMISTRY
Toluene react with a halogen in the pres...

Toluene react with a halogen in the presence of iron (III) chloride giving ortho andpara halo compounds. The reactions is

A

electrophilic elimination reaction

B

electrophilic substitution reaction

C

free radical addition reaction

D

nucleophilic substitution reaction

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of how toluene reacts with halogen in the presence of iron (III) chloride to yield ortho and para halo compounds, we can break down the reaction into several steps: ### Step-by-Step Solution: 1. **Identify the Reactants:** - The main reactant is toluene (C6H5CH3), which contains a methyl group (–CH3) attached to a benzene ring. - The halogen used in the reaction is typically chlorine (Cl2), and iron (III) chloride (FeCl3) acts as a catalyst. 2. **Role of Iron (III) Chloride:** - Iron (III) chloride (FeCl3) is a Lewis acid and helps in generating the electrophile (Cl+). It interacts with Cl2 to form Cl+ and Cl-. - The reaction can be represented as: \[ \text{Cl}_2 + \text{FeCl}_3 \rightarrow \text{Cl}^+ + \text{FeCl}_4^- \] 3. **Formation of the Electrophile:** - The generated Cl+ ion is a strong electrophile that can attack the electron-rich benzene ring of toluene. 4. **Electrophilic Attack on Toluene:** - Toluene has a methyl group, which is an electron-donating group. This increases the electron density on the ortho and para positions of the benzene ring. - The Cl+ can attack the benzene ring at either the ortho (adjacent) or para (opposite) positions relative to the methyl group. 5. **Formation of Ortho and Para Products:** - When Cl+ attacks the ortho position, it displaces a hydrogen atom, resulting in the ortho-chlorotoluene: \[ \text{C}_6\text{H}_5\text{CH}_3 + \text{Cl}^+ \rightarrow \text{C}_6\text{H}_4\text{Cl (ortho)}\text{CH}_3 + \text{H}^+ \] - When Cl+ attacks the para position, it also displaces a hydrogen atom, resulting in para-chlorotoluene: \[ \text{C}_6\text{H}_5\text{CH}_3 + \text{Cl}^+ \rightarrow \text{C}_6\text{H}_4\text{Cl (para)}\text{CH}_3 + \text{H}^+ \] 6. **Conclusion:** - The overall reaction can be summarized as: \[ \text{C}_6\text{H}_5\text{CH}_3 + \text{Cl}_2 \xrightarrow{\text{FeCl}_3} \text{C}_6\text{H}_4\text{Cl (ortho)}\text{CH}_3 + \text{C}_6\text{H}_4\text{Cl (para)}\text{CH}_3 + \text{H}^+ \] - This is an example of an electrophilic aromatic substitution reaction.

To solve the problem of how toluene reacts with halogen in the presence of iron (III) chloride to yield ortho and para halo compounds, we can break down the reaction into several steps: ### Step-by-Step Solution: 1. **Identify the Reactants:** - The main reactant is toluene (C6H5CH3), which contains a methyl group (–CH3) attached to a benzene ring. - The halogen used in the reaction is typically chlorine (Cl2), and iron (III) chloride (FeCl3) acts as a catalyst. ...
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • HALOALKANES AND HALOARENES

    NCERT FINGERTIPS ENGLISH|Exercise Assertion and reason|15 Videos
  • HALOALKANES AND HALOARENES

    NCERT FINGERTIPS ENGLISH|Exercise Polyhalogen Compounds|6 Videos
  • HALOALKANES AND HALOARENES

    NCERT FINGERTIPS ENGLISH|Exercise Higher order thinking skills|8 Videos
  • GENERAL PRINCIPLES AND PROCESSES OF ISOLATION OF ELEMENTS

    NCERT FINGERTIPS ENGLISH|Exercise Assertion And Reason|15 Videos
  • POLYMERS

    NCERT FINGERTIPS ENGLISH|Exercise NCERT Exemplar|9 Videos

Similar Questions

Explore conceptually related problems

Toluene react with a halogen in the presence of iron (III) chloride giving ortho and para halo compounds. The reactions is

The reaction of toluene with chlorine in the presence of ferric chloride gives mainly

Knowledge Check

  • The reaction of toluene with chlorine in the presence of light gives :

    A
    B
    C
    D
  • Anhydrous iron(III) chloride is prepared by:

    A
    Direct combination
    B
    Simple displacement
    C
    Decomposition
    D
    Neutralization
  • The reaction of toluene with chlorine in the presence of iron and in the absence of light yields ………

    A
    B
    C
    D
    mixture of (b) and (c )
  • Similar Questions

    Explore conceptually related problems

    Toluene reacts with chromyl chloride to form :

    Iron react with hydrogen chloride gas forming_______[iron [II] chloride , iron [III] chloride]and hydrogen .The reaction is an example of ________ [double decomposition , synthesis , single displacement].

    Benzene reacts with n-propyl chloride in the presence of anhydrous AlCl_(3) to give predominantly

    The reaction of toluene with chlorine in the presence of iron and in the absence of light yields ………

    On treatment with chlorine in presence of sunlight toluene gives the product .