Please predict the products for each of the following reactions

Please predict the products for each of the following reactions: A B C D Please predict the products for each of the following reactions: A B C D NO REACTION

Answer

Benzyl Alcohol Reactions with SOCl₂ and PCC

Predicted Products of Benzyl Alcohol Reactions

Reaction with SOCl₂ and Pyridine

Reagents Used: Thionyl chloride (SOCl₂) and pyridine

When benzyl alcohol (C₆H₅CH₂OH) reacts with SOCl₂ in the presence of pyridine, it undergoes a substitution reaction where the –OH group is replaced by a –Cl group. This forms benzyl chloride (C₆H₅CH₂Cl).

The mechanism follows an SNi (nucleophilic substitution internal) pathway and retains configuration at the reacting carbon.

Final Product: Benzyl Chloride

Reaction with PCC (Pyridinium Chlorochromate)

Reagent Used: PCC – a mild oxidizing agent

PCC selectively oxidizes primary alcohols to aldehydes without further oxidation to carboxylic acids. When benzyl alcohol is treated with PCC, it is converted into benzaldehyde (C₆H₅CHO).

Final Product: Benzaldehyde

Summary of Products

  • SOCl₂ / Pyridine → Benzyl Chloride (C₆H₅CH₂Cl)
  • PCC → Benzaldehyde (C₆H₅CHO)

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