Question
Download Solution PDFThe compound C7H8 undergoes the following reactions:
\(C_7H_8\xrightarrow{3CI_2/\Delta}A\xrightarrow{Br_2Fe}B\xrightarrow{Zn/HCI}C\)
The product 'C' is
Answer (Detailed Solution Below)
Detailed Solution
Download Solution PDFExplanation:
The given reaction is - \(C_7H_8\xrightarrow{3CI_2/\Delta}A\xrightarrow{Br_2Fe}B\xrightarrow{Zn/HCI}C\)
Reactant is toluene in the above reaction.
The reaction contains three steps -
- Free radical substitution
- Electrophillic substitution
- Simple substitution Reaction
⇒Free radical substitution -
- It occurs in absence of any hydrogen carrier.
- In this step free radical substitution reaction of chlorine takes place and all three H of -CH3 side groups in toluene are replaced by the chlorine one by one.
- Benzochloride is obtained as the product of this step.
So, A in the given reaction is benzochloride.
⇒ Electrophillic substitution -
- Benzochloride in presence of Br2/Fe give an electrophilic substitution reaction.
- Br2/Fe generates a free radical Br- which attacks on the meta position.
- m-bromo benzochloride is obtained as a product of the second step.
So, B will be m-bromo benzochloride.
⇒ Simple substitution reaction -
- As HCl is a polar protic solvent, it replaces the Cl of side chain -CCl3 and changes it into -CH3.
- m-bromo toluene is obtained as the product of this step.
So, C will be m-bromotoluene.
The overall reaction is written as -
∴ final product or C in the given reaction is m-bromotoluene.
Hence, the correct option is (1).
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