Question:

What is the action of the following reagents on ethylamine?
I. Chloroform and caustic potash
II. Nitrous acid

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Ethylamine reacts with chloroform and caustic potash to form isocyanides, and with nitrous acid to form diazonium salts.
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Solution and Explanation

1. Chloroform and Caustic Potash on Ethylamine: When ethylamine (\( \text{C}_2\text{H}_5\text{NH}_2 \)) reacts with chloroform (\( \text{CHCl}_3 \)) in the presence of caustic potash (KOH), a reaction occurs forming an isocyanide (also known as an isonitrile). The reaction is: \[ \text{C}_2\text{H}_5\text{NH}_2 + \text{CHCl}_3 + \text{KOH} \rightarrow \text{C}_2\text{H}_5\text{NC} + \text{KCl} + \text{H}_2\text{O} \] The product is ethyl isocyanide (\( \text{C}_2\text{H}_5\text{NC} \)). 2. Nitrous Acid on Ethylamine: When ethylamine reacts with nitrous acid (\( \text{HNO}_2 \)), it undergoes diazotization to form a diazonium salt. The reaction is: \[ \text{C}_2\text{H}_5\text{NH}_2 + \text{HNO}_2 \rightarrow \text{C}_2\text{H}_5\text{N}_2^+ \text{Cl}^- + \text{H}_2\text{O} \] The product is ethyl diazonium chloride.
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