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Cyclohexanone on being heated with NaOH ...

Cyclohexanone on being heated with NaOH solution forms.

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D

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To solve the question regarding the reaction of cyclohexanone when heated with NaOH solution, we can follow these steps: ### Step 1: Identify the Reactant Cyclohexanone is a ketone with the formula C6H10O. It has alpha hydrogens, which are hydrogen atoms attached to the carbon atoms adjacent to the carbonyl group (C=O). **Hint:** Look for the functional groups in the compound to identify alpha hydrogens. ### Step 2: Reaction with NaOH When cyclohexanone is heated with NaOH, it undergoes aldol condensation. This reaction requires two moles of cyclohexanone because the aldol condensation involves the formation of a carbon anion from one molecule that will then react with another molecule. **Hint:** Remember that aldol condensation requires a strong base and the presence of alpha hydrogens. ### Step 3: Formation of the Carbon Anion In the first step, one of the alpha hydrogens from the first mole of cyclohexanone is removed by NaOH, resulting in the formation of a carbon anion. The structure will still retain the carbonyl (C=O) group. **Hint:** The removal of an alpha hydrogen creates a nucleophile (the carbon anion). ### Step 4: Nucleophilic Attack The carbon anion formed in the previous step will attack the carbonyl carbon of the second mole of cyclohexanone. This results in the formation of a new intermediate compound. **Hint:** Look for how nucleophiles react with electrophiles in organic reactions. ### Step 5: Protonation After the nucleophilic attack, the negatively charged oxygen (O-) from the carbonyl group will pick up a proton (H+) from the medium, resulting in the formation of a hydroxyl group (-OH) on the new compound. **Hint:** Protonation is a common step in reactions involving nucleophiles and electrophiles. ### Step 6: Dehydration Upon heating, the intermediate compound will undergo dehydration, where a water molecule is eliminated. This results in the formation of a double bond between the two carbons that were involved in the reaction. **Hint:** Dehydration typically occurs in aldol condensation reactions to form an alkene. ### Step 7: Final Product The final product of this reaction is an α,β-unsaturated ketone, specifically 2-cyclohexenone, which retains the ketone functional group and has a double bond. **Hint:** Check the structure of the final product to ensure it matches the expected outcome of the aldol condensation. ### Conclusion Thus, the final product formed when cyclohexanone is heated with NaOH is 2-cyclohexenone. **Final Answer:** 2-Cyclohexenone
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