b) CH3 H₂C NBS Δ -CH₂ AICI3 HO™ Br₂ FeBr 3 H3C AICI 3 CrO. H₂SO

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Chapter1: Chemical Foundations
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Determine the major product of the reactions below.

The image displays two chemical reaction sequences involving benzene derivatives.

**Reaction Sequence a):**

1. **Starting Material:** The sequence begins with toluene (methylbenzene), which has a methyl group (CH₃) attached to a benzene ring.
   
2. **First Reaction Step:** The toluene undergoes bromination using N-bromosuccinimide (NBS) under heat (Δ symbol indicates this).

3. **Second Reaction Step:** The intermediate product from the first step then reacts with a hydroxide ion (HO⁻). 

4. **Third Reaction Step:** The resulting compound undergoes an acylation reaction using an acyl chloride (H₃C-CH(Cl)=O) and aluminum chloride (AlCl₃) as a catalyst.

**Reaction Sequence b):**

1. **Starting Material:** Benzene reacts with isopropyl chloride ((CH₃)₂CHCl) in the presence of aluminum chloride (AlCl₃).

2. **Second Reaction Step:** The resulting intermediate is then subjected to bromination using bromine (Br₂) and ferric bromide (FeBr₃) as a catalyst.

3. **Third Reaction Step:** Finally, the compound undergoes oxidation with chromic acid (CrO₃) in sulfuric acid (H₂SO₄).

These sequences illustrate typical transformations of aromatic compounds, showcasing bromination, acylation, alkylation, and oxidation reactions in organic chemistry.
Transcribed Image Text:The image displays two chemical reaction sequences involving benzene derivatives. **Reaction Sequence a):** 1. **Starting Material:** The sequence begins with toluene (methylbenzene), which has a methyl group (CH₃) attached to a benzene ring. 2. **First Reaction Step:** The toluene undergoes bromination using N-bromosuccinimide (NBS) under heat (Δ symbol indicates this). 3. **Second Reaction Step:** The intermediate product from the first step then reacts with a hydroxide ion (HO⁻). 4. **Third Reaction Step:** The resulting compound undergoes an acylation reaction using an acyl chloride (H₃C-CH(Cl)=O) and aluminum chloride (AlCl₃) as a catalyst. **Reaction Sequence b):** 1. **Starting Material:** Benzene reacts with isopropyl chloride ((CH₃)₂CHCl) in the presence of aluminum chloride (AlCl₃). 2. **Second Reaction Step:** The resulting intermediate is then subjected to bromination using bromine (Br₂) and ferric bromide (FeBr₃) as a catalyst. 3. **Third Reaction Step:** Finally, the compound undergoes oxidation with chromic acid (CrO₃) in sulfuric acid (H₂SO₄). These sequences illustrate typical transformations of aromatic compounds, showcasing bromination, acylation, alkylation, and oxidation reactions in organic chemistry.
Expert Solution
Step 1

NBS is a source of Br radical . OH- acts as a nucleophile then Friedalcraft acylation .

 

Friedalcraft alkylation followed by bromination . CrO3 in H2SO4 acts as an Oxidising agent .

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