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In the given reaction {:(" "CH(3...

In the given reaction `{:(" "CH_(3)),(" |"),(H_(3)C-C-C-CHO),(" | ||"),(" "H_(3)C " "O):} overset("(i)Conc. NaOH")underset((ii)H^(+)) to` product is

A

`{:(" "H),(" |"),(H_(3)C-C-C-CH_2-OH),(" | ||"),(" "H_(3)C " "O):}`

B

`{:(" "CH_(3)),(" |"),(H_(3)C-C-CH-COOH),(" | |"),(" "H_(3)C " "OH):}`

C

`{:(" "CH_(3)),(" |"),(H_(3)C-C-C-COOH),(" | ||"),(" "H_(3)C " "OH):}`

D

`{:(" "CH_(3)" "OH),(" | |"),(H_(3)C-C-C-CH_2),(" | ||"),(" "H_(3)C " "OH):}`

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AI Generated Solution

The correct Answer is:
To solve the given reaction step by step, we will analyze the reaction of the molecule with concentrated NaOH followed by an acid (H⁺) treatment. The molecule in question is a ketone and an aldehyde, which suggests that a cross-aldol condensation reaction is taking place. ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactant is a molecule with the structure CH₃-CH(CH₃)-CH₂-CHO, which contains both a ketone (the carbon chain with CH₃ groups) and an aldehyde (CHO group). **Hint**: Look for functional groups present in the molecule to determine the type of reaction. 2. **Mechanism of Reaction**: In the presence of concentrated NaOH, the base will deprotonate the aldehyde (CHO) group. This creates a nucleophile (the enolate ion) that can attack the carbonyl carbon of the ketone. **Hint**: Remember that aldehydes are more reactive than ketones in nucleophilic addition reactions. 3. **Formation of Enolate Ion**: The base (OH⁻) abstracts a hydrogen atom from the aldehyde, forming an enolate ion. The enolate ion is more nucleophilic and will attack the carbonyl carbon of the ketone. **Hint**: The enolate ion is formed from the more acidic hydrogen adjacent to the carbonyl group. 4. **Nucleophilic Attack**: The enolate ion attacks the carbonyl carbon of the ketone, leading to the formation of a β-hydroxy ketone. The structure will now include a new carbon-carbon bond between the aldehyde and the ketone. **Hint**: Visualize the reaction mechanism to understand how the nucleophile interacts with the electrophile. 5. **Protonation**: After the nucleophilic addition, the intermediate formed will be protonated by the addition of H⁺ (from the acid treatment), resulting in the formation of the final product. **Hint**: Protonation usually occurs at the oxygen atom of the alkoxide formed during the reaction. 6. **Final Product**: The final product of the reaction will be a β-hydroxy ketone. The structure can be represented as CH₃-CH(OH)-CH₂-CHO, which is a β-hydroxy aldehyde. **Hint**: Check the connectivity of the atoms to ensure that the product matches the expected structure. ### Conclusion: The product of the reaction is a β-hydroxy aldehyde, specifically CH₃-CH(OH)-CH₂-CHO.
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RESONANCE ENGLISH-CARBONYL COMPOUNDS (ALDEHYDES & KETONES ) & CARBOXYLIC ACID -Part-II
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  2. In Cannizzaro's reaction, which intermediate ion is best hydride (H^(-...

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  3. In the given reaction {:(" "CH(3)),(" |"),(H(3)C-C-...

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  4. [X], product (X) in this reaction is

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  5. Above conversion can be achieved by

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  6. Major product is :

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  7. In the following reaction final product is : C(6)H(5)MgBr +CO(2) ove...

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  8. Which of the following does not give benoic acid salt on oxidation wit...

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  9. The acid D obtained through the following sequence of reactions is C...

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  10. In which of the following reaction the final product is neither an aci...

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  11. Formic acid can be distinguish from acetic acid because formic acid

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  12. Sodium bicarbonate reacts with salicylic acid to form

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  13. Which of the following does not undergo Hell-Volhard-Zelinsky reaction...

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  14. CH(3)CH(2)-CH(2)-COOH overset("Red P" +Br(2))toCH(3)-CH(2)-underset(B...

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  15. What product is formed when acetic acid heated with P(2)O(5)

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  16. Which of the following will not yeild a cyclic compound on heating

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  17. RCOOAg+Br(2)overset(C C1(4))underset(Delta)rarrR-Br+AgBr+CO(2) this re...

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  18. RCOOH to RCH(2)COOH. This conversion is known as reaction:

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  19. Acetic anhydride is prepared in the laboratory by heating sodium aceta...

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  20. A compound with molecular formula C(6)H(10)O(4) on acylation with acet...

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