Explain in a sentence or two why the following reaction is not likely to occur: NO₂ NO₂ CH3CI AICI 3 CH3

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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### Topic: Likely Inhibited Reaction in Organic Chemistry

#### Question:
**Explain in a sentence or two why the following reaction is not likely to occur.**

#### Reaction Diagram:
- **Reactant:** A benzene ring with a nitro group (NO₂) attached at the top (para position) and a methyl group (CH₃) to be potentially added at the opposite para position.
- **Reagents:** 
  - Methyl Chloride (CH₃Cl)
  - Aluminum Chloride (AlCl₃)

### Analysis:

In the provided reaction diagram, the reactant is a nitrobenzene ring, which is proposed to undergo a Friedel-Crafts alkylation reaction using methyl chloride (CH₃Cl) and aluminum chloride (AlCl₃) as the catalyst. 

### Explanation:

The reaction is not likely to occur because the nitro group (NO₂) attached to the benzene ring is a strong deactivating group. It withdraws electron density from the ring through both resonance and inductive effects, significantly reducing the electron density on the aromatic ring. Since Friedel-Crafts alkylation reactions require a nucleophilic aromatic ring, the electron-deficient nature of nitrobenzene makes it highly resistant to such electrophilic aromatic substitution reactions. As a result, the reaction is generally not successful.
Transcribed Image Text:### Topic: Likely Inhibited Reaction in Organic Chemistry #### Question: **Explain in a sentence or two why the following reaction is not likely to occur.** #### Reaction Diagram: - **Reactant:** A benzene ring with a nitro group (NO₂) attached at the top (para position) and a methyl group (CH₃) to be potentially added at the opposite para position. - **Reagents:** - Methyl Chloride (CH₃Cl) - Aluminum Chloride (AlCl₃) ### Analysis: In the provided reaction diagram, the reactant is a nitrobenzene ring, which is proposed to undergo a Friedel-Crafts alkylation reaction using methyl chloride (CH₃Cl) and aluminum chloride (AlCl₃) as the catalyst. ### Explanation: The reaction is not likely to occur because the nitro group (NO₂) attached to the benzene ring is a strong deactivating group. It withdraws electron density from the ring through both resonance and inductive effects, significantly reducing the electron density on the aromatic ring. Since Friedel-Crafts alkylation reactions require a nucleophilic aromatic ring, the electron-deficient nature of nitrobenzene makes it highly resistant to such electrophilic aromatic substitution reactions. As a result, the reaction is generally not successful.
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