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A halogen compound 'A' on hydrolyses wit...

A halogen compound 'A' on hydrolyses with dilute alkali followed by acidification gives acetic acid. The compound X is:

A

`CH_(3)C Cl_(3)`

B

`CH_(3)CHCl_(2)`

C

`ClCH_(2)CH_(2)Cl`

D

`Cl-CH_(2)-CHCl_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the halogen compound 'A' that, upon hydrolysis with dilute alkali followed by acidification, yields acetic acid (ethanoic acid). Let's go through the steps systematically. ### Step 1: Understanding the Reaction We know that the compound 'A' must be a halogenated compound that can undergo hydrolysis. Hydrolysis with dilute alkali (like KOH) will replace the halogen atoms with hydroxyl groups (OH). After this, acidification will convert the resulting compound into acetic acid. ### Step 2: Analyzing the Options Let's analyze the given options one by one to see which one can lead to the formation of acetic acid after hydrolysis and acidification. #### Option A: CH3CCl3 (Trichloroacetic acid) 1. **Hydrolysis**: When CH3CCl3 is treated with dilute KOH, the chlorine atoms will be replaced by hydroxyl groups: \[ \text{CH}_3\text{CCl}_3 + 3 \text{KOH} \rightarrow \text{CH}_3\text{C(OH)}_3 + 3 \text{KCl} \] 2. **Dehydration**: The compound CH3C(OH)3 is unstable due to having three hydroxyl groups on one carbon, leading to the loss of water: \[ \text{CH}_3\text{C(OH)}_3 \rightarrow \text{CH}_3\text{C=O} + \text{H}_2\text{O} \] 3. **Acidification**: On acidification, this compound can yield acetic acid: \[ \text{CH}_3\text{C=O} + \text{H}_2\text{O} \rightarrow \text{CH}_3\text{COOH} \] Thus, Option A can produce acetic acid. #### Option B: CH3CHCl2 (Dichloroethane) 1. **Hydrolysis**: Hydrolyzing CH3CHCl2 will produce: \[ \text{CH}_3\text{CHCl}_2 + 2 \text{KOH} \rightarrow \text{CH}_3\text{C(OH)}\text{HCl} + \text{KCl} \] 2. **Dehydration**: This will not yield acetic acid but rather acetaldehyde (ethanal) upon further reactions. #### Option C: CH2ClCH2Cl (1,2-Dichloroethane) 1. **Hydrolysis**: Hydrolyzing this compound will yield: \[ \text{CH}_2\text{ClCH}_2\text{Cl} + 2 \text{KOH} \rightarrow \text{CH}_2\text{(OH)CH}_2\text{(OH)} + 2 \text{KCl} \] 2. **Acidification**: This would lead to the formation of an epoxide, not acetic acid. #### Option D: CH2ClCH(CH2)Cl (1-Chloro-2-chloropropane) 1. **Hydrolysis**: Hydrolyzing this compound will yield: \[ \text{CH}_2\text{ClCH(CH_2)Cl} + 2 \text{KOH} \rightarrow \text{CH}_2\text{(OH)CH(OH)CH}_2 + 2 \text{KCl} \] 2. **Acidification**: This will not yield acetic acid either. ### Conclusion After analyzing all options, only **Option A (CH3CCl3)** leads to the formation of acetic acid after hydrolysis and acidification. ### Final Answer The compound 'A' is **CH3CCl3** (trichloroacetic acid). ---
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