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Ethylidene chloride (CH(3)CHCl(2)) on hy...

Ethylidene chloride (`CH_(3)CHCl_(2)`) on hydrolysis with NaOH gives -

A

`CH_(3)`CHO

B

`CH_(3)COCH_(3)`

C

`CH_(3)CH(OH)_(2)`

D

`C_(2)H_(5)`OH

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of what product is formed when Ethylidene chloride (`CH3CHCl2`) undergoes hydrolysis with NaOH, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of Ethylidene Chloride**: Ethylidene chloride is a geminal dihalide, which means it has two halogen atoms attached to the same carbon atom. The structure can be represented as: \[ CH_3 - C(Cl)_2 \] where one carbon is bonded to two chlorine atoms. 2. **Reaction with NaOH**: When Ethylidene chloride is treated with sodium hydroxide (NaOH), hydrolysis occurs. The hydroxide ion (OH⁻) from NaOH acts as a nucleophile and attacks the carbon atom bonded to the chlorine atoms. 3. **Nucleophilic Substitution**: The nucleophilic substitution reaction will replace the chlorine atoms with hydroxyl groups (OH). The reaction can be represented as: \[ CH_3 - C(Cl)_2 + 2 NaOH \rightarrow CH_3 - C(OH)_2 + 2 NaCl \] Here, two hydroxyl groups replace the two chlorine atoms. 4. **Formation of Aldehyde**: The product formed, `CH3C(OH)2`, has two hydroxyl groups on the same carbon, which is unstable. To stabilize the compound, a water molecule (H₂O) is eliminated. This results in the formation of a double bond between carbon and oxygen: \[ CH_3 - C(OH)_2 \rightarrow CH_3 - C=O + H_2O \] The resulting compound is acetaldehyde, which can be represented as: \[ CH_3CHO \] 5. **Final Product**: The final product of the hydrolysis of Ethylidene chloride with NaOH is acetaldehyde (ethanal). ### Final Answer: The product obtained from the hydrolysis of Ethylidene chloride (`CH3CHCl2`) with NaOH is **acetaldehyde (ethanal)**.
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Knowledge Check

  • Ethylidene chloride is a/an

    A
    Gem-dihalide
    B
    Allylic halide
    C
    Vinylic halide
    D
    Vic-dihalide
  • Ethylidene chloride is a/an

    A
    Gem-dihalide
    B
    Allylic halide
    C
    Vinylic halide
    D
    Vic-dihalide
  • Ozonide of CH_(2) = CH - CH_(2)OH on hydrolysis gives

    A
    `HCHO, OHC - CHO`
    B
    `HCHO, HOCH_(2) - CHO`
    C
    `HCHO, HOC - CH_(2)OH`
    D
    None of the above
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