Home
Class 12
CHEMISTRY
In the reaction of p-chlorotoluene with ...

In the reaction of p-chlorotoluene with `KNH_(2)` is liguid `NH_(3)` the major product is .

A

o-Toluidine

B

m-Toluidine

C

p-Toluidine

D

p-Chloroaniline

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of determining the major product in the reaction of p-chlorotoluene with KNH2 in liquid NH3, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of p-Chlorotoluene**: - p-Chlorotoluene is a benzene ring with a chlorine (Cl) atom and a methyl (CH3) group attached to it. The chlorine is located at the para position relative to the methyl group. - The structure can be represented as follows: ``` Cl | C6H4 - CH3 ``` 2. **Understand the Reaction Conditions**: - The reaction involves the use of KNH2 (potassium amide), which provides the NH2- (amide ion) in liquid ammonia (NH3). - The amide ion is a strong nucleophile and will attack the aromatic ring. 3. **Formation of Benzyne Intermediate**: - The chlorine atom is a good leaving group, and under the reaction conditions, it can be displaced, leading to the formation of a benzyne intermediate. This intermediate has a triple bond between two carbon atoms in the benzene ring. - The reaction can be represented as: ``` p-Chlorotoluene → Benzyne + Cl^- ``` 4. **Nucleophilic Attack by NH2-**: - The NH2- ion can attack the benzyne intermediate at two possible positions: the carbon adjacent to the methyl group (ortho position) or the carbon opposite to the methyl group (meta position). - The attack at the ortho position would lead to a less stable product due to steric hindrance from the methyl group. 5. **Determine the Major Product**: - The more stable product will be formed when NH2- attacks the meta position. This is because the negative charge resulting from the nucleophilic attack will be further away from the electron-donating methyl group, leading to increased stability. - The product formed from the meta attack is called meta-toluidine (or meta-aminotoluene). 6. **Conclusion**: - The major product of the reaction of p-chlorotoluene with KNH2 in liquid NH3 is **meta-toluidine**. ### Final Answer: The major product is **meta-toluidine**.

To solve the problem of determining the major product in the reaction of p-chlorotoluene with KNH2 in liquid NH3, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of p-Chlorotoluene**: - p-Chlorotoluene is a benzene ring with a chlorine (Cl) atom and a methyl (CH3) group attached to it. The chlorine is located at the para position relative to the methyl group. - The structure can be represented as follows: ``` ...
Promotional Banner

Topper's Solved these Questions

  • ORGANIC COMPOUNDS CONTAINING HALOGENS

    A2Z|Exercise Section B - Assertion Reasoning|16 Videos
  • ORGANIC COMPOUNDS CONTAINING HALOGENS

    A2Z|Exercise AIPMT/NEET Questions|14 Videos
  • ORGANIC COMPOUNDS CONTAINING HALOGENS

    A2Z|Exercise Methods Of Preparationof Haloarenes|19 Videos
  • MOCK TEST

    A2Z|Exercise Mock Test 2|45 Videos
  • ORGANIC COMPOUNDS CONTAINING NITROGEN

    A2Z|Exercise Section D - Chapter End Test|30 Videos

Similar Questions

Explore conceptually related problems

P ( major product ), P is

2-Chloro-2-methylpropane on reaction with NH_(3) gives major product

Me-Cl+NH_(3)(excess)rarr? Major product is :

CH_(3) -CH =CH_(2) + HOBr to P, The major product P is

CH_(3) – NH_(2) + CHCl_(3) + KOH rarr major product will be :

A2Z-ORGANIC COMPOUNDS CONTAINING HALOGENS-Chemical Properties Of Haloarenes
  1. What is product of the following reaction

    Text Solution

    |

  2. Chlorobenzene on fusing with solid NaOH gives

    Text Solution

    |

  3. Following equation illustrates C(6)H(5)CI+2NaOHunderset(200atm)overs...

    Text Solution

    |

  4. Aryl halides are less reactive towards nucleophilic substitution becau...

    Text Solution

    |

  5. Which of the following reaction does not take place ?

    Text Solution

    |

  6. Which of the following procedures would be best for achieving the foll...

    Text Solution

    |

  7. Replacement of CI of chlorobenzene to give pheno1 require drastic cond...

    Text Solution

    |

  8. What term describes the reactive intermediate formed in the following ...

    Text Solution

    |

  9. 1,2 di bromo cyclohexane on dehydrohalogenation gives

    Text Solution

    |

  10. The increasing DDT is prepared by heating chorobenzene with chloral (C...

    Text Solution

    |

  11. In the conversion of p-nitrofluoro benzene to p-nitroanisole intermedi...

    Text Solution

    |

  12. Select the correct statement about A and B .

    Text Solution

    |

  13. Which of the following sets of reagents used in the order shown would ...

    Text Solution

    |

  14. Bottles containing C(6)H(5)I and C(6)H(5)-CH(2)I lost their original l...

    Text Solution

    |

  15. The reaction of chloroform with alcoholic KOH and p- toluidine forms

    Text Solution

    |

  16. The compound formed on heating chlorobenzene with chloral in presence ...

    Text Solution

    |

  17. Compund (A)C(8)H(9) Br gives a white precipitate when warmed with alco...

    Text Solution

    |

  18. In the reaction of p-chlorotoluene with KNH(2) is liguid NH(3) the maj...

    Text Solution

    |

  19. When phenyl magnesium bromide reacts with t-butanol the product would ...

    Text Solution

    |

  20. The reaction is .

    Text Solution

    |