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CH(3)-CH=CH-CH=CH-overset(O)overset(||)(...

`CH_(3)-CH=CH-CH=CH-overset(O)overset(||)(C)-H overset("dil. "OH^(-))to (A)`. (A) is

A

`CH_(3)-(CH=CH)_(4)-C-H`

B

C

D

Text Solution

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The correct Answer is:
To solve the given question, we need to analyze the reaction of the compound with dilute OH⁻. The compound provided is a diene with a terminal hydrogen atom, and we will follow the steps to determine the product (A). ### Step-by-Step Solution: 1. **Identify the Compound**: The compound is CH₃-CH=CH-CH=CH-CHO, which is a diene with an aldehyde functional group at one end. 2. **Reaction with Dilute OH⁻**: When the compound reacts with dilute OH⁻, the hydroxide ion will act as a base and abstract a proton (H⁺) from the terminal hydrogen of the aldehyde group. 3. **Formation of the Intermediate**: After the abstraction of the terminal hydrogen, we will have a negatively charged intermediate. The structure will now have a negative charge on the carbon that was previously bonded to the hydrogen. 4. **Resonance Stabilization**: The negative charge can be stabilized through resonance. The negative charge can delocalize onto the adjacent double bond, leading to a more stable structure. 5. **Nucleophilic Attack**: The negatively charged intermediate can now act as a nucleophile. It will attack the electrophilic carbon of the adjacent double bond, leading to the formation of a new bond. 6. **Final Product (A)**: After the nucleophilic attack and subsequent rearrangement, the final product will be a conjugated system with an OH group. The product can be represented as CH₂=CH-CH=CH-CHOH (an allylic alcohol). ### Final Structure: The product (A) is CH₂=CH-CH=CH-CHOH.
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