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Fill in the blanks with appropriate structure of reaction products in the following trasformation:
`HOOC-C_(6)H_(4)-CH_(2)-C_(6)H_(5)overset(SOCl_(2))rarrAunderset(AlCl_(3))overset("anlydrous")rarrBunderset(HCl)overset(Zn-Hg)rarrC`

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To solve the transformation reaction step by step, we will identify the structure of the reactant and the products at each stage of the reaction. ### Step 1: Identify the Reactant The given reactant is: \[ \text{HOOC-C}_6\text{H}_4-\text{CH}_2-\text{C}_6\text{H}_5 \] This structure can be represented as: - A benzoic acid derivative (due to the -COOH group) - A benzyl group (-CH2-C6H5) attached to the aromatic ring. ### Step 2: Reaction with SOCl2 When the reactant is treated with thionyl chloride (SOCl2), the carboxylic acid (-COOH) group is converted into an acyl chloride (-COCl) through the following reaction: \[ \text{HOOC-C}_6\text{H}_4-\text{CH}_2-\text{C}_6\text{H}_5 \xrightarrow{\text{SOCl}_2} \text{Cl-C}_6\text{H}_4-\text{CH}_2-\text{C}_6\text{H}_5 + \text{SO}_2 + \text{HCl} \] The product A is: \[ \text{Cl-C}_6\text{H}_4-\text{CH}_2-\text{C}_6\text{H}_5 \] ### Step 3: Reaction with AlCl3 Next, the acyl chloride product (A) undergoes Friedel-Crafts acylation when treated with anhydrous aluminum chloride (AlCl3). This reaction leads to the formation of a ketone via intramolecular acylation: \[ \text{Cl-C}_6\text{H}_4-\text{CH}_2-\text{C}_6\text{H}_5 \xrightarrow{\text{AlCl}_3} \text{C}_6\text{H}_4\text{(C=O)-CH}_2-\text{C}_6\text{H}_5 + \text{HCl} \] The product B is: \[ \text{C}_6\text{H}_4\text{(C=O)-CH}_2-\text{C}_6\text{H}_5 \] ### Step 4: Clemmensen Reduction with Zn-Hg and HCl Finally, the ketone product (B) undergoes Clemmensen reduction in the presence of zinc amalgam (Zn-Hg) and hydrochloric acid (HCl), which reduces the carbonyl group (C=O) to a methylene group (CH2): \[ \text{C}_6\text{H}_4\text{(C=O)-CH}_2-\text{C}_6\text{H}_5 \xrightarrow{\text{Zn-Hg, HCl}} \text{C}_6\text{H}_4\text{(CH}_2\text{)-CH}_2-\text{C}_6\text{H}_5 \] The final product C is: \[ \text{C}_6\text{H}_4\text{(CH}_2\text{)-CH}_2-\text{C}_6\text{H}_5 \] ### Summary of the Products - **Product A**: \[ \text{Cl-C}_6\text{H}_4-\text{CH}_2-\text{C}_6\text{H}_5 \] - **Product B**: \[ \text{C}_6\text{H}_4\text{(C=O)-CH}_2-\text{C}_6\text{H}_5 \] - **Product C**: \[ \text{C}_6\text{H}_4\text{(CH}_2\text{)-CH}_2-\text{C}_6\text{H}_5 \]
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