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(X) is the product of cross aldol conden...

(X) is the product of cross aldol condensation between benzaldehyde `(C_(6)H_(5)CHO)` and acetone. What is its structure ?

A

`C_(6)H_(6)-CH=CH-overset(O)overset(||)(C)-CH_(3)`

B

`C_(6)H_(5)-CH=C-(CH_(3))_(2)`

C

`C_(6)H_(5)-CO-CH_(2)-C=(CH_(3))_(2)`

D

None of these

Text Solution

AI Generated Solution

The correct Answer is:
To determine the structure of the product (X) from the cross aldol condensation between benzaldehyde (C₆H₅CHO) and acetone (C₃H₆O), we can follow these steps: ### Step 1: Identify the Reactants - **Benzaldehyde**: C₆H₅CHO - **Acetone**: C₃H₆O (or CH₃COCH₃) ### Step 2: Understand the Aldol Condensation Process Aldol condensation involves the formation of a β-hydroxy aldehyde or ketone, followed by dehydration to yield an α,β-unsaturated carbonyl compound. The reaction requires at least one of the reactants to have α-hydrogens, which are present in acetone. ### Step 3: Formation of the Enolate Ion - In the presence of a base (like NaOH), acetone can lose an α-hydrogen to form an enolate ion. - The enolate ion is a nucleophile and can attack the carbonyl carbon of benzaldehyde. ### Step 4: Nucleophilic Attack - The enolate ion from acetone attacks the carbonyl carbon of benzaldehyde, forming a β-hydroxy ketone. - The structure at this stage is: - **Intermediate**: C₆H₅C(OH)(CH₃)CH₂ ### Step 5: Dehydration - The β-hydroxy ketone undergoes dehydration (loss of water) to form the final product. - The dehydration results in the formation of a double bond between the α and β carbons. ### Step 6: Final Product Structure - The final product (X) is an α,β-unsaturated carbonyl compound. Its structure can be represented as: - **Final Product**: C₆H₅C=CH₂COCH₃ - This can also be drawn as: ``` O || C₆H₅-C-CH=CH₂ | CH₃ ``` ### Summary of the Product Structure The product of the cross aldol condensation between benzaldehyde and acetone is known as **benzylidene acetone**, which has the structure shown above. ---
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RESONANCE ENGLISH-CARBONYL COMPOUNDS (ALDEHYDES & KETONES ) & CARBOXYLIC ACID -Part-II
  1. Write the product of following reactions:

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  2. {:(" "O^(16)),(" ||"),(CH(3)-C-H overset(D(2)O^(18))...

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  3. (X) is the product of cross aldol condensation between benzaldehyde (C...

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  4. What is the principal product of the following reactions?

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  5. In the reaction , (CH(3))(3)C CHO +HCHO overset(NaOH)underset("heat")t...

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  6. The pressures at A and B in the atmosphere are, respectively,

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  7. In Cannizzaro's reaction, which intermediate ion is best hydride (H^(-...

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

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

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  10. Above conversion can be achieved by

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  11. Major product is :

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

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

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

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

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

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  17. Sodium bicarbonate reacts with salicylic acid to form

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

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

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

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