Home
Class 12
CHEMISTRY
Fluoride ion works as a good leaving gro...

Fluoride ion works as a good leaving group in aromatic nucleophilic substitution of 2,4-dinitro fluorobenzene, even though it is a poor leaving group in aliphatic `S_(N)1andS_(N)2` mechanisms.

Text Solution

AI Generated Solution

### Step-by-Step Solution: 1. **Understanding the Context**: - The question asks why the fluoride ion (F⁻) acts as a good leaving group in the aromatic nucleophilic substitution of 2,4-dinitrofluorobenzene, despite being a poor leaving group in aliphatic SN1 and SN2 mechanisms. 2. **Aromatic Nucleophilic Substitution Mechanism**: - In aromatic nucleophilic substitution, the nucleophile attacks the aromatic ring, which leads to the formation of a Meisenheimer complex (an intermediate). - For 2,4-dinitrofluorobenzene, the presence of two nitro (NO₂) groups at the 2 and 4 positions enhances the electrophilicity of the aromatic ring, making it more susceptible to nucleophilic attack. ...
Promotional Banner

Topper's Solved these Questions

  • ALKYL AND ARYL HALIDES

    FIITJEE|Exercise SOLVED PROBLEMS [SUBJECTIVE]|17 Videos
  • ALKYL AND ARYL HALIDES

    FIITJEE|Exercise SOLVED PROBLEMS [OBJECTIVE]|21 Videos
  • ALDEHYDES AND KETONES

    FIITJEE|Exercise MATCHING LIST QUESTIONS|2 Videos
  • ATOMIC STRUCTURE

    FIITJEE|Exercise NUMERICAL BASED QUESTIONS INDICATED BY DIGITAL INTEGER BY XXXXX.XX|2 Videos

Similar Questions

Explore conceptually related problems

Distinguish between S_(N^(1))andS_(N^(2)) mechanism.

Write down nucleophilic substitution (S_N2) order for following.

Which is least reactive towards nucleophilic substitution (S_(N^(2)))

Amino group, -NH_(2) is ortho, para-directing group in case of aromatic electrophilic substitution but nitration of aniline produce a good amount of m-nitroaniline. This is because

Which of the following undergoes nucleophilic substitution exclusively S_(N)1 mechanism?