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Treatment of benzene with CO/HCl in the ...

Treatment of benzene with CO/HCl in the presence of anhydrous `"AlCl"_(3)//"CuCl" ` followed by reaction with `Ac_(2)"O"//"NaOAc"` gives compound X as the major product. Compound X upon reaction with `Br_(2)//Na_(2)CO_(3)`, followed by heating at 473 K with moist KOH furnishes Y as the major product. Reaction of X with `H_(2)//Pd-C`, followed by `H_(3)PO_(4)` treatment gives Z as the major product.
The compound Y is

A

B

C

D

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The correct Answer is:
To solve the question step by step, let's break down the reactions and identify the compounds formed at each stage. ### Step 1: Reaction of Benzene with CO and HCl - **Starting Material**: Benzene (C₆H₆) - **Reagents**: CO/HCl in the presence of anhydrous AlCl₃ and CuCl - **Reaction Type**: Gatterman-Koch reaction - **Product**: Benzaldehyde (C₆H₅CHO) **Explanation**: In this reaction, benzene reacts with carbon monoxide and hydrochloric acid in the presence of a Lewis acid catalyst (AlCl₃ and CuCl) to form benzaldehyde. ### Step 2: Reaction of Benzaldehyde with Acetic Anhydride - **Starting Material**: Benzaldehyde (C₆H₅CHO) - **Reagents**: Acetic anhydride (Ac₂O) and sodium acetate (NaOAc) - **Product**: Cinnamic acid (C₆H₅CH=CHCOOH) **Explanation**: Benzaldehyde undergoes a reaction with acetic anhydride in the presence of sodium acetate, leading to the formation of cinnamic acid, which has the structure C₆H₅CH=CHCOOH. ### Step 3: Reaction of Cinnamic Acid with Br₂/Na₂CO₃ - **Starting Material**: Cinnamic acid (C₆H₅CH=CHCOOH) - **Reagents**: Bromine (Br₂) and sodium carbonate (Na₂CO₃) - **Reaction Type**: Electrophilic addition - **Product**: 2-Bromocinnamic acid (C₆H₅CHBr-CH(COOH)₂) **Explanation**: The double bond in cinnamic acid reacts with bromine, resulting in the addition of bromine across the double bond, forming 2-bromocinnamic acid. ### Step 4: Heating with Moist KOH - **Starting Material**: 2-Bromocinnamic acid - **Reagents**: Moist potassium hydroxide (KOH) - **Product**: 2-Phenylprop-2-enoic acid (Y) **Explanation**: The bromine atom is eliminated during the reaction with moist KOH, resulting in the formation of an alkyne, specifically 2-phenylprop-2-enoic acid (Y). ### Step 5: Reaction of Cinnamic Acid with H₂/Pd-C - **Starting Material**: Cinnamic acid (C₆H₅CH=CHCOOH) - **Reagents**: Hydrogen gas (H₂) and palladium on carbon (Pd-C) - **Product**: 2-Phenylpropanoic acid (Z) **Explanation**: Cinnamic acid is hydrogenated in the presence of Pd-C, resulting in the formation of 2-phenylpropanoic acid. ### Final Answer The compound Y formed after the reactions is **2-Phenylprop-2-enoic acid**. ---
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