KPSC Staff Nurse - 2018
Biochemistry and Nutrition
Easy

Rosenmund's reduction of an acid chloride gives?

Appeared in: KPSC Staff Nurse - 2018

Explanation

  • Rosenmund reduction is a hydrogenation process that specifically converts an acyl chloride (acid chloride) to an aldehyde.
  • The reaction utilizes a palladium catalyst supported on barium sulfate (Pd/BaSO₄).
  • This catalyst is intentionally 'poisoned' with a compound like sulfur or quinoline.
  • The purpose of the poison is to deactivate the catalyst partially, preventing the over-reduction of the newly formed aldehyde into a primary alcohol.
  • Therefore, the reaction selectively stops at the aldehyde stage, making it the final product.

Why Other Options Were Wrong

  • Option A: An ester is formed through the reaction of an acid chloride with an alcohol (esterification), which is a substitution reaction, not a reduction.
  • Option B: An alcohol is the product of a more complete reduction. The poisoned catalyst in the Rosenmund reaction is specifically designed to prevent this over-reduction.
  • Option D: A hydrocarbon is the result of a complete deoxygenation of the carbonyl group, which is a much more drastic reduction than the Rosenmund reaction.

Related Visual

Visual explanation — Related Visual
Clinical Relevance
  • Nursing practice connection: This is primarily an exam-oriented knowledge point with limited direct bedside application, so retain Named Reactions in Organic Chemistry as background academic context rather than a clinical decision trigger.
  • While not directly clinical, understanding selective reactions like Rosenmund reduction is fundamental to pharmaceutical chemistry.
  • Many drugs are complex organic molecules, and their synthesis requires precise, multi-step processes. The ability to stop a reaction at an intermediate stage (like an aldehyde) without it proceeding to an alcohol is crucial for building the correct molecular structure.
  • What if the catalyst wasn't poisoned? The reaction would produce an alcohol instead of an aldehyde. If the target molecule for a drug required an aldehyde group, the synthesis would fail, yielding an impurity or an entirely different, potentially inactive or harmful, substance.
How to Approach the Question
  • Identify the key terms in the question: 'Rosenmund's reduction' and 'acid chloride'.
  • Recognize that 'Rosenmund's reduction' is a specific, named reaction in organic chemistry.
  • Recall the definition of this reaction: it is the catalytic hydrogenation of an acid chloride to an aldehyde.
  • Evaluate the options based on this definition. An aldehyde is the direct product.
  • Consider why the other options are incorrect. An alcohol represents over-reduction, an ester is from a different reaction (esterification), and a hydrocarbon is from a much stronger reduction.
  • Select the option that matches the specific outcome of this controlled, partial reduction.
Concept Tested & Keywords
  • Concept Tested: Named Reactions in Organic Chemistry
  • Stem keywords: Rosenmund's reduction, acid chloride
  • Lead-in keywords: gives

Question ID

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Practise the full KPSC Staff Nurse - 2018

Attempt every question from this paper in a timed mock, then review the full solution for each one.