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The product obtained by the reaction of ...

The product obtained by the reaction of silver propanoate with bromine in carbon tetrachloride solution is:

A

Bromoethane

B

Silver-3-bromopropanoate

C

Ethanoyl bromide

D

None of the above

Text Solution

AI Generated Solution

The correct Answer is:
To determine the product obtained by the reaction of silver propanoate with bromine in carbon tetrachloride solution, we can follow these steps: ### Step 1: Identify the Reactants The reactant is silver propanoate, which can be represented as: \[ \text{CH}_3\text{CH}_2\text{COO}^- \text{Ag}^+ \] ### Step 2: Understand the Reaction Conditions The reaction occurs in the presence of bromine (\( \text{Br}_2 \)) and carbon tetrachloride (\( \text{CCl}_4 \)). The carbon tetrachloride acts as a solvent. ### Step 3: Recognize the Type of Reaction This reaction is a well-known reaction called the **Hunsdiecker Reaction**. In this reaction, silver salts of carboxylic acids react with halogens to form alkyl halides. ### Step 4: Mechanism of the Reaction 1. The bromine molecule (\( \text{Br}_2 \)) undergoes homolytic cleavage due to its high electronegativity, generating bromine radicals (\( \text{Br}^\cdot \)). 2. The nucleophilic oxygen in silver propanoate donates its electron to the electrophilic bromine radical, leading to the formation of a bromopropanoate compound and silver bromide (\( \text{AgBr} \)). ### Step 5: Formation of Radicals After the initial reaction, a radical is formed on the oxygen, which can undergo further homolytic cleavage. This results in the generation of an ethyl radical (\( \text{CH}_3\text{CH}_2^\cdot \)) and carbon dioxide (\( \text{CO}_2 \)). ### Step 6: Reaction of Ethyl Radical The ethyl radical can then react with another bromine radical to form bromoethane (\( \text{C}_2\text{H}_5\text{Br} \)). ### Conclusion The major product obtained from the reaction of silver propanoate with bromine in carbon tetrachloride is **bromoethane**. ### Final Answer The product obtained is **bromoethane**. ---
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