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An aromatic amine (X) was treated with a...

An aromatic amine (X) was treated with alcoholic potash and another compound (Y) when foul smelling gas was formed `C_(6)H_(5)NC`. The compound (Y) was formed by reacting a compound (Z) with `Cl_(2)` in the presence of slaked lime. The compound (Z) is:

A

`CHCl_(3)`

B

`CH_(3)COCH_(3)`

C

`CH_(3)OH`

D

`C_(6)H_(5)NH_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the compound \( Z \) based on the reactions described. Here's a step-by-step breakdown of the solution: ### Step 1: Identify the Aromatic Amine (X) The question states that an aromatic amine (X) is treated with alcoholic potash (KOH) and another compound (Y) to produce a foul-smelling gas \( C_6H_5NC \). The aromatic amine can be identified as aniline, which has the formula \( C_6H_5NH_2 \). **Hint:** Look for common aromatic amines; aniline is a primary aromatic amine. ### Step 2: Understand the Reaction with Alcoholic Potash The reaction of an aromatic amine with chloroform (\( CHCl_3 \)) in the presence of alcoholic KOH is known as the carbylamine reaction. This reaction produces isocyanides, which are known for their foul smell. The product formed in this case is phenyl isocyanide, represented as \( C_6H_5NC \). **Hint:** Recall the carbylamine reaction and its products when an amine reacts with chloroform and a base. ### Step 3: Identify Compound (Y) From the information given, compound (Y) is formed by reacting compound (Z) with chlorine in the presence of slaked lime. Since we have established that \( Y \) is \( CHCl_3 \) (chloroform), we need to find \( Z \). **Hint:** Recognize that chloroform can be synthesized from certain organic compounds through halogenation. ### Step 4: Determine Compound (Z) The reaction of compound (Z) with chlorine in the presence of slaked lime produces chloroform. A common precursor to chloroform is acetone (\( CH_3COCH_3 \)). The reaction involves chlorination of acetone, leading to the formation of chloroform. **Hint:** Consider common organic compounds that can yield chloroform upon chlorination. ### Step 5: Write the Reaction The reaction can be summarized as follows: 1. Acetone reacts with chlorine in the presence of slaked lime to produce chloroform: \[ CH_3COCH_3 + 3Cl_2 \rightarrow CHCl_3 + HCl + other products \] Thus, the compound \( Z \) is acetone (\( CH_3COCH_3 \)). ### Final Answer The compound \( Z \) is: \[ \text{Acetone } (CH_3COCH_3) \]
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