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Which of the following is not formed in ...

Which of the following is not formed in iodoform reaction of acetone ?

A

`CH_(3)COCH_(2) I`

B

`ICH_(2)COCH_(2)I`

C

`CH_(3)COCHI_(2)`

D

`CH_(3)COCI_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which compound is not formed in the iodoform reaction of acetone, we can follow these steps: ### Step 1: Understand the Iodoform Reaction The iodoform reaction involves the halogenation of a methyl ketone (like acetone) in the presence of a base (usually NaOH) and iodine (I2). The reaction leads to the formation of iodoform (CHI3) and a carboxylate ion. ### Step 2: Write the Structure of Acetone Acetone has the chemical formula CH3COCH3. Its structure can be represented as: ``` O || CH3 - C - CH3 ``` ### Step 3: Formation of Enolate Ion When acetone reacts with NaOH, it abstracts a hydrogen atom from one of the methyl groups, forming an enolate ion: ``` O || CH3 - C^- - CH3 ``` This enolate ion is reactive and can participate in further reactions. ### Step 4: Halogenation with Iodine The enolate ion then reacts with iodine (I2). The negative charge on the carbon atom attacks iodine, leading to the formation of a compound where one of the methyl hydrogens is replaced by iodine: ``` O || CH3 - C(I) - CH3 ``` This compound can further react with NaOH to abstract another hydrogen and form a more substituted product. ### Step 5: Further Halogenation Repeating the halogenation process results in the formation of a compound with two iodine atoms: ``` O || CH3 - C(I2) - CH3 ``` ### Step 6: Final Product Formation The final step involves the removal of the leaving group (iodine) to yield iodoform (CHI3) and a carboxylate ion: ``` Iodoform: CHI3 ``` ### Step 7: Analyze the Options Now, we need to analyze the given options to determine which compound is not formed during the reaction: 1. **CH3COCH2I** - This compound can be formed during the reaction. 2. **CH3COCI3** - This compound can also be formed during the reaction. 3. **CH3COCHI2** - This compound is formed as a product during the halogenation steps. 4. **CH3COCH3** - This is the starting material (acetone) and is not a product of the reaction. ### Conclusion The compound that is **not formed** in the iodoform reaction of acetone is **CH3COCH3** (acetone itself). ### Final Answer The correct answer is **option b**, which is not formed in the iodoform reaction of acetone. ---
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