Cyclobutyl amine is treated with sodiumnitrite and aqueous HCl. The products formed are

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Answer

To solve the problem of what products are formed when cyclobutylamine is treated with sodium nitrite (NaNO2) and aqueous hydrochloric acid (HCl), we can follow these steps:

### Step 1: Understand the Reactants
Cyclobutylamine (C4H9NH2) is an aliphatic amine. When it is treated with sodium nitrite (NaNO2) in the presence of hydrochloric acid (HCl), a diazotization reaction occurs.

**Hint:** Identify the nature of the amine and the role of sodium nitrite and HCl in the reaction.

### Step 2: Formation of Diazonium Salt
In the presence of HCl, sodium nitrite reacts with cyclobutylamine to form a diazonium salt. The general reaction for the formation of a diazonium salt from an amine is:

\[ \text{RNH}_2 + \text{NaNO}_2 + \text{HCl} \rightarrow \text{R-N}_2^+ \text{Cl}^- + \text{NaCl} + \text{H}_2\text{O} \]

Here, R is the cyclobutyl group.

**Hint:** Recognize that the diazonium salt is formed as an intermediate in the reaction.

### Step 3: Stability of Diazonium Salt
The diazonium salt formed from cyclobutylamine is unstable, especially in the presence of moisture. It tends to decompose readily.

**Hint:** Consider the stability of diazonium salts derived from aliphatic amines.

### Step 4: Decomposition of Diazonium Salt
Upon decomposition, the diazonium salt loses nitrogen gas (N2) and can lead to the formation of an alcohol. The general decomposition reaction can be represented as:

\[ \text{R-N}_2^+ \text{Cl}^- \rightarrow \text{R-OH} + \text{N}_2 + \text{HCl} \]

In this case, the cyclobutyl diazonium salt decomposes to form cyclobutanol (C4H9OH).

**Hint:** Remember that the decomposition of diazonium salts often leads to the formation of alcohols or other functional groups.

### Step 5: Conclusion
The final product of the reaction between cyclobutylamine, sodium nitrite, and hydrochloric acid is cyclobutanol, along with the release of nitrogen gas and hydrochloric acid.

**Final Answer:** The products formed are cyclobutanol, nitrogen gas, and hydrochloric acid.

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