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Complete the reaction Ph-CH=CH-CHO ove...

Complete the reaction
`Ph-CH=CH-CHO overset(PhMgBr) underset(H_(3)O^(+)) to` Product

A

`Ph-underset(Ph)underset(|)CH-underset(OH)underset(|)CH-CHO`

B

`Ph-underset(Ph)underset(|)CH=CH_(2)-CHO`

C

`Ph-underset(Ph)underset(|)CH-underset(Ph)underset(|)(CH)-CHO`

D

`Ph-underset(Ph)underset(|)CH-CH_(2)-CH_(2)-OH`

Text Solution

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The correct Answer is:
To complete the reaction of `Ph-CH=CH-CHO` with `PhMgBr` followed by `H3O+`, we will follow these steps: ### Step 1: Identify the Reactants We start with the reactant: - `Ph-CH=CH-CHO` (which is a phenyl-substituted aldehyde with a double bond). ### Step 2: Understand the Grignard Reagent The Grignard reagent is `PhMgBr`. In this case, we can represent it as: - `Ph^-` (the phenyl anion) and `MgBr^+`. ### Step 3: Nucleophilic Attack The phenyl anion (`Ph^-`) acts as a nucleophile and will attack the carbon atom of the aldehyde group (C=O) in `Ph-CH=CH-CHO`. This is a 1,4-addition reaction: - The nucleophile attacks the carbon of the carbonyl group, leading to the formation of a new bond. ### Step 4: Forming the Intermediate After the nucleophilic attack, we can represent the intermediate as: - `Ph-CH-CH-CHO^-` (the carbonyl oxygen now carries a negative charge). ### Step 5: Addition of Magnesium Bromide The magnesium bromide (`MgBr^+`) will coordinate with the negatively charged oxygen: - The structure now is `Ph-CH-CH-CHO^−MgBr^+`. ### Step 6: Acid Hydrolysis Next, we perform acid hydrolysis using `H3O+`. The negatively charged oxygen will protonate, leading to the formation of an alcohol: - The intermediate converts to `Ph-CH-CH(OH)-CHO`. ### Step 7: Tautomerization The product can undergo tautomerization to form an aldehyde: - The structure rearranges to yield `Ph-CH=CH-CHO` (the original aldehyde with an additional phenyl group). ### Final Product The final product of the reaction is: - `Ph-CH=CH-CHO` (with an additional phenyl group). ### Summary of Product Thus, the final product after the reaction is: - `Ph-CH=CH-CHO` (with an aldehyde functional group). ---
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AAKASH INSTITUTE ENGLISH-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS -Assignment (SECTION -B OBJECTIVE TYPES QUESTIONS (ONE OPTION IS CORRECT)
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  3. Complete the reaction Ph-CH=CH-CHO overset(PhMgBr) underset(H(3)O^(+...

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  5. Consider the following sequence of reaction The final product [B]...

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  10. The product predominates is

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  11. Which of the following carbonyl oxygen will form strongest hydrogen bo...

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  15. Consider the following sequence of reactions. The product [A] and...

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  16. The compound can be compounded oxidized into

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  17. Which of the following conversion is known as Stefen's reduction?

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  18. Which reagent or sequence of reagents would best accomplish the follow...

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  19. An organic compound [X]. C(5)H(8)O reacts with hydroxylamine to form [...

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