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Grade 12Physical Chemistry

The catalyst used in the preparation of an alkyl chloride by the action of dry HCI on an alcohol is (A) anhydrous AlCl3 (B) FeCl3 (C) anhydrous ZnCl2 (D) Cu

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12 Years agoGrade 12
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ApprovedApproved Tutor Answer1 Year ago

The preparation of alkyl chlorides through the reaction of dry hydrogen chloride (HCl) with alcohols typically requires a catalyst to facilitate the process. In this case, the most suitable catalyst from the options provided is (C) anhydrous ZnCl2, also known as zinc chloride.

Why Anhydrous ZnCl2?

Anhydrous zinc chloride plays a crucial role in this reaction due to its ability to activate the alcohol. Here’s how it works:

  • Activation of Alcohol: Zinc chloride can coordinate with the oxygen atom of the alcohol, making the hydroxyl group (–OH) a better leaving group. This transformation is essential because it allows the alcohol to more readily lose water and form a carbocation.
  • Formation of Carbocation: Once the alcohol is activated, it can lose a water molecule, resulting in the formation of a carbocation. This intermediate is highly reactive and can quickly react with chloride ions from the dry HCl.
  • Nucleophilic Attack: The chloride ion then attacks the carbocation, leading to the formation of the alkyl chloride.

Comparison with Other Options

Let’s briefly examine why the other catalysts listed are less suitable:

  • Anhydrous AlCl3: While aluminum chloride is a strong Lewis acid and can catalyze various reactions, it is more commonly used in Friedel-Crafts reactions rather than in the direct conversion of alcohols to alkyl chlorides.
  • FeCl3: Ferric chloride is also a Lewis acid but is not typically used in this specific reaction. It is more effective in other types of organic reactions, such as electrophilic aromatic substitutions.
  • Cu: Copper is not a suitable catalyst for this reaction. It does not provide the necessary activation for the alcohol and does not facilitate the formation of the alkyl chloride.

Practical Application

In a laboratory setting, when preparing alkyl chlorides, using anhydrous ZnCl2 with dry HCl provides a reliable method for converting alcohols into their corresponding chlorides. This reaction is particularly useful in organic synthesis, where alkyl chlorides serve as important intermediates for further chemical transformations.

In summary, when considering the preparation of alkyl chlorides from alcohols using dry HCl, anhydrous ZnCl2 is the most effective catalyst among the options provided. Its ability to activate the alcohol and facilitate the reaction is key to achieving successful results in organic synthesis.