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A primary aliphatic amine on reaction with nitrous acid in cold (273 K) and thereafter raising temperature of reaction mixture to room temperature (298 K), gives a/an
- a)nitrile
- b)alcohol
- c)diazonium salt
- d)secondary amine
Correct answer is option 'B'. Can you explain this answer?
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A primary aliphatic amine on reaction with nitrous acid in cold (273 K...
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A primary aliphatic amine on reaction with nitrous acid in cold (273 K...
Reaction of a primary aliphatic amine with nitrous acid proceeds through a series of steps, resulting in the formation of an alcohol. Let's break down the reaction and explain each step in detail.
1. Formation of diazonium salt:
The primary aliphatic amine reacts with nitrous acid (HNO2) to form a diazonium salt. The reaction takes place in cold conditions (273 K). Nitrous acid is formed by the reaction of sodium nitrite (NaNO2) with hydrochloric acid (HCl). The general reaction is as follows:
R-NH2 + HNO2 → R-N2+X- + H2O
In this reaction, the primary amine (R-NH2) reacts with nitrous acid to form a diazonium salt (R-N2+X-), where R represents the alkyl group and X represents the counterion.
2. Decomposition of diazonium salt:
Upon raising the temperature to room temperature (298 K), the diazonium salt decomposes to form a carbocation intermediate. The decomposition is facilitated by the weakly acidic conditions and the presence of water. The general reaction is as follows:
R-N2+X- → R+ + N2 + X-
3. Formation of alcohol:
The carbocation intermediate formed in the previous step can undergo nucleophilic attack by water, resulting in the formation of an alcohol. The general reaction is as follows:
R+ + H2O → R-OH
In this case, the carbocation reacts with water to form an alcohol (R-OH). The final product obtained is an alcohol.
Therefore, the correct answer is option B, alcohol.
Overall reaction:
R-NH2 + HNO2 → R-N2+X- + H2O
R-N2+X- → R+ + N2 + X-
R+ + H2O → R-OH
Note: It is important to note that the reaction conditions and the nature of the amine can influence the reaction outcome. In this specific case, the reaction of a primary aliphatic amine with nitrous acid under the given conditions leads to the formation of an alcohol.
1. Formation of diazonium salt:
The primary aliphatic amine reacts with nitrous acid (HNO2) to form a diazonium salt. The reaction takes place in cold conditions (273 K). Nitrous acid is formed by the reaction of sodium nitrite (NaNO2) with hydrochloric acid (HCl). The general reaction is as follows:
R-NH2 + HNO2 → R-N2+X- + H2O
In this reaction, the primary amine (R-NH2) reacts with nitrous acid to form a diazonium salt (R-N2+X-), where R represents the alkyl group and X represents the counterion.
2. Decomposition of diazonium salt:
Upon raising the temperature to room temperature (298 K), the diazonium salt decomposes to form a carbocation intermediate. The decomposition is facilitated by the weakly acidic conditions and the presence of water. The general reaction is as follows:
R-N2+X- → R+ + N2 + X-
3. Formation of alcohol:
The carbocation intermediate formed in the previous step can undergo nucleophilic attack by water, resulting in the formation of an alcohol. The general reaction is as follows:
R+ + H2O → R-OH
In this case, the carbocation reacts with water to form an alcohol (R-OH). The final product obtained is an alcohol.
Therefore, the correct answer is option B, alcohol.
Overall reaction:
R-NH2 + HNO2 → R-N2+X- + H2O
R-N2+X- → R+ + N2 + X-
R+ + H2O → R-OH
Note: It is important to note that the reaction conditions and the nature of the amine can influence the reaction outcome. In this specific case, the reaction of a primary aliphatic amine with nitrous acid under the given conditions leads to the formation of an alcohol.
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A primary aliphatic amine on reaction with nitrous acid in cold (273 K) and thereafter raising temperature of reaction mixture to room temperature (298 K), gives a/ana)nitrileb)alcoholc)diazonium saltd)secondary amineCorrect answer is option 'B'. Can you explain this answer?
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