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When CH3CH2CHCl2 is treated with NaNH2, ...

When `CH_3CH_2CHCl_2` is treated with `NaNH_2`, the product formed is

A

`CH_3-CH=CH_2`

B

`CH_3-C-=CH`

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To determine the product formed when `CH3CH2CHCl2` is treated with `NaNH2`, we can follow these steps: ### Step 1: Identify the reactants The reactant is `CH3CH2CHCl2`, which is 1,1-dichloropropane. It contains two chlorine atoms attached to the same carbon atom (the second carbon in the chain). ### Step 2: Understand the role of NaNH2 Sodium amide (`NaNH2`) is a strong base. In the presence of a strong base, it can facilitate the elimination of halogens (in this case, chlorine) from the alkyl halide. ### Step 3: Mechanism of reaction The reaction involves a double elimination process: 1. The strong base `NaNH2` abstracts a proton (H) from the carbon adjacent to the carbon with the halogen (Cl). 2. This leads to the formation of a double bond as the chlorine atoms are eliminated as HCl. ### Step 4: Perform the elimination In `CH3CH2CHCl2`, the two chlorine atoms can be removed along with two hydrogen atoms from the adjacent carbon: - The first elimination removes one Cl and one H, forming a double bond. - The second elimination removes the second Cl and another H, resulting in a triple bond. ### Step 5: Determine the product After the elimination of two HCl molecules, we are left with a carbon chain that has a triple bond between the first and second carbon atoms. The resulting product is propyne (`CH3C≡C`). ### Conclusion The product formed when `CH3CH2CHCl2` is treated with `NaNH2` is **propyne** (`C3H4` or `CH3C≡CH`). ---
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