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The diketone CH(3)-overset(overset(O)(|...

The diketone `CH_(3)-overset(overset(O)(||))(C)-(CH_(2))_(2)-overset(overset(O)(||))(C)-CH_(3)` on intermolecular aldol condensation gives the final product

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To solve the problem regarding the diketone undergoing intermolecular aldol condensation, we will follow these steps: ### Step 1: Identify the Structure of the Diketone The diketone is represented as: \[ CH_3C(=O)(CH_2)_2C(=O)CH_3 \] This structure consists of two carbonyl (C=O) groups and a chain of two methylene (CH2) groups between them. ### Step 2: Understand the Aldol Condensation Mechanism In aldol condensation, a base abstracts a proton from the alpha carbon (the carbon adjacent to the carbonyl group), generating an enolate ion. This enolate ion then attacks the carbonyl carbon of another molecule of diketone. ### Step 3: Form the Enolate Ion Using a base (e.g., OH⁻), we abstract a proton from one of the CH2 groups adjacent to the carbonyl: \[ CH_3C(=O)CH_2C(=O)CH_3 \] This leads to the formation of the enolate ion: \[ CH_3C(=O)C(-)H_2C(=O)CH_3 \] ### Step 4: Nucleophilic Attack The enolate ion attacks the carbonyl carbon of another diketone molecule: \[ CH_3C(=O)CH_2C(=O)CH_3 + CH_3C(=O)CH_2C(=O)CH_3 \] This results in a new β-hydroxy ketone. ### Step 5: Formation of the Five-Membered Ring The aldol product can cyclize to form a five-membered ring. The nucleophilic attack leads to the formation of a five-membered ring structure: \[ \text{Cyclization occurs, leading to a structure like:} \] \[ \text{Cyclic structure: } CH_3 - C - (CH_2) - C(=O) - CH_3 \] ### Step 6: Dehydration Upon heating or treatment with a concentrated acid, dehydration occurs, leading to the elimination of water and formation of a double bond: \[ \text{Final product: } \text{3-methylcyclopent-2-en-1-one} \] ### Step 7: Naming the Product The final product can be named based on its structure: - The compound is a cyclopentene with a ketone group and a methyl substituent. - The final IUPAC name is **3-methyl-3-cyclopent-2-en-1-one**. ### Summary of the Final Product The final product of the intermolecular aldol condensation of the diketone is: \[ \text{3-methyl-3-cyclopent-2-en-1-one} \] ---
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AAKASH INSTITUTE ENGLISH-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS -Assignment (Section A Competition Level Questions)
  1. The correct order of reactivity of PhMgBr with underset((I))(Ph-unde...

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  2. Identify 'X'

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  3. The diketone CH(3)-overset(overset(O)(||))(C)-(CH(2))(2)-overset(over...

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  4. What will be the product , when carboxy phenol, obtained by Reimer Tie...

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  5. Which of the following aromatic acids is most acidic?

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  6. CH(3)COOH overset (Delta) underset (P(2)O(5)) to X. Identify X

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  7. Which one of the following orders of acidic strength is correct?

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  8. Which of the following represents the correct order of acidity in the ...

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  9. The correct order of acidic strength is

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  10. Treatment of benzoic acid with Cl(2)//FeCl(3) will give

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  11. In esterfication

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  12. Acetyl chloride is reduced with LiAlH(4) , the product formed is

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  13. The reaction CH(3) COOH + Cl(2) overset (red P) to CICH(2) COOH + HC...

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  14. Saponification of ethyl benzoate with caustic soda as alkali gives

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  15. Which of the following acids has the smallest dissociation constant?

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  16. Which of the following compounds will show the maximum ‘enol’ content?

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  17. Aliphatic aldehyde can be oxidised by

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  18. Formaldehyde when treated with KOH (caustic potash) gives methanol and...

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  19. Reactions

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  20. Bakelite is prepared by the reaction between

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