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Fundamentals of Organic ChemistryChemistryAlcohols Phenols and Ethers

Identify the suitable reagent to carry out the following chemical transformation:

Options

  1. APCC in anhydrous CH ₂ Cl ₂
  2. BOsO ₄
  3. CH ₂ CrO ₄
  4. DK ₂ Cr ₂ O ₇

Correct answer

A. PCC in anhydrous CH ₂ Cl ₂

Step-by-step solution

The given reaction is the controlled oxidation of a primary alcohol (benzyl alcohol) to an aldehyde (benzaldehyde). PCC (Pyridinium chlorochromate) in anhydrous CH ₂ Cl ₂ is a mild oxidizing agent that selectively oxidizes primary alcohols to aldehydes without further oxidation to carboxylic acids. Strong oxidizing agents like H ₂ CrO ₄ and K ₂ Cr ₂ O ₇ will oxidize benzyl alcohol completely to benzoic acid. OsO ₄ is a reagent used for the syn-dihydroxylation of alkenes, not for oxidizing alcohols. Thus, PCC is the

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