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Ph-CH=CH-CHO overset((i) CH(3)CH(2)MgBr)...

`Ph-CH=CH-CHO overset((i) CH_(3)CH_(2)MgBr)to overset((ii) H_(3)O^(o+))to(X) overset(Cu,Delta)to(Y)`

A

X is 1,4-addition product , Y is `Ph-underset(O)underset(||)(C)-CH=CH-CH_(2)-CH_(3)`

B

X is 1,2-addition product , Y is `Ph-CH=CH -underset(O)underset(||)(C)-CH_(2)-CH_(3)`

C

X is 1,4-addition product , Y is `Ph-CH=CH-underset(O)underset(||)(C)-CH_(2)-CH_(3)`

D

X is 1,2 addition product , Y is `Ph-underset(O)underset(||)(C)-CH=CH-CH_(2)-CH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, we will analyze the reaction of the given compound with the Grignard reagent and subsequent steps. ### Step 1: Reaction with Grignard Reagent The starting compound is an alpha-beta unsaturated aldehyde, specifically Ph-CH=CH-CHO. When this compound is treated with the Grignard reagent (CH₃CH₂MgBr), the nucleophilic ethyl group (C₂H₅⁻) from the Grignard reagent will attack the electrophilic carbon of the carbonyl group (C=O) in the aldehyde. **Reaction:** 1. The nucleophile (C₂H₅⁻) attacks the carbonyl carbon (C=O) of the aldehyde. 2. This leads to the formation of a tetrahedral intermediate. 3. The intermediate collapses, resulting in the formation of an alcohol. **Product (X):** The product after this step will be: \[ \text{Ph-CH=CH-CH(OH)-C₂H₅} \] This is an alpha-beta unsaturated alcohol. ### Step 2: Acidification Next, we will treat the product (X) with acid (H₃O⁺). This step is typically done to protonate the alkoxide ion formed in the previous step, converting it into an alcohol. **Reaction:** 1. The alkoxide oxygen (O⁻) will pick up a proton (H⁺) from the acid. 2. This results in the formation of the corresponding alcohol. **Product (X) remains the same:** \[ \text{Ph-CH=CH-CH(OH)-C₂H₅} \] ### Step 3: Reaction with Copper and Heating The final step involves heating the product (X) in the presence of copper (Cu). This step typically leads to oxidation of the alcohol group, converting it into a ketone. **Reaction:** 1. The alcohol group (–OH) will be oxidized to a carbonyl group (C=O). 2. The double bond remains intact. **Final Product (Y):** The final product after this step will be: \[ \text{Ph-CH=CH-CO-C₂H₅} \] This is an alpha-beta unsaturated ketone. ### Summary of Products - After Step 1: \( X = \text{Ph-CH=CH-CH(OH)-C₂H₅} \) (alpha-beta unsaturated alcohol) - After Step 2: \( X \) remains the same (after acidification) - After Step 3: \( Y = \text{Ph-CH=CH-CO-C₂H₅} \) (alpha-beta unsaturated ketone) ### Final Answer The final product (Y) is an alpha-beta unsaturated ketone. ---
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