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The compound C7H8overset(3Cl2/Delta)r...

The compound
`C_7H_8overset(3Cl_2/Delta)rarrAoverset(Br_2/Fe)rarrBoverset(Zn/HCl)rarrC`
The compound C is

A

o-Bromotoluene

B

m-Bromotoluene

C

p-Bromotoluene

D

3-Bromo-2,4,6-trichlorotoluene

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, we will analyze the given reactions and identify the final product C. ### Step 1: Identify the starting compound The starting compound is given as C₇H₈, which corresponds to toluene (C₆H₅CH₃). ### Step 2: Reaction with Cl₂ The first reaction involves toluene reacting with 3Cl₂ in the presence of heat (Δ). This indicates a free radical chlorination reaction, where the hydrogen atoms on the side chain (the methyl group) of toluene will be replaced by chlorine atoms. - **Mechanism**: The reaction proceeds through a free radical mechanism, where the chlorine radicals abstract hydrogen atoms from the methyl group. - **Product A**: After the reaction, all three hydrogen atoms in the methyl group will be replaced by chlorine, resulting in the formation of trichloromethyl toluene (CCl₃C₆H₄). ### Step 3: Reaction with Br₂ Next, the compound A (CCl₃C₆H₄) reacts with Br₂ in the presence of iron (Fe). This indicates an electrophilic aromatic substitution reaction. - **Mechanism**: The CCl₃ group is an electron-withdrawing group and directs the incoming bromine to the meta position relative to itself. - **Product B**: The bromine will substitute at the meta position of the aromatic ring, leading to the formation of meta-bromotrichloromethyl toluene (CBrC₆H₄CCl₃). ### Step 4: Reaction with Zn/HCl The final step involves the reaction of compound B with Zn and HCl. This reaction typically reduces the CCl₃ group. - **Mechanism**: Zinc in the presence of HCl will reduce the CCl₃ group to a CH₃ group, effectively converting the trichloromethyl group back to a methyl group. - **Product C**: The final product C will be meta-bromotoluene (C₆H₄BrCH₃), where the bromine is at the meta position relative to the methyl group. ### Conclusion The final compound C is meta-bromotoluene. ### Answer The compound C is meta-bromotoluene. ---

To solve the problem step by step, we will analyze the given reactions and identify the final product C. ### Step 1: Identify the starting compound The starting compound is given as C₇H₈, which corresponds to toluene (C₆H₅CH₃). ### Step 2: Reaction with Cl₂ The first reaction involves toluene reacting with 3Cl₂ in the presence of heat (Δ). This indicates a free radical chlorination reaction, where the hydrogen atoms on the side chain (the methyl group) of toluene will be replaced by chlorine atoms. ...
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