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Question

For the following reaction, the possible product(s) is/are

To determine the possible product(s) of the given reaction, let's analyze each step and its effect on the reactant.

  1. Grignard Reaction:
    • The reactant is treated with methylmagnesium bromide (MeMgBr) in tetrahydrofuran (THF), followed by hydrolysis with water (\text{H}_3\text{O}^+).
    • The Grignard reagent, MeMgBr, acts as a nucleophile, attacking the carbonyl carbon. This results in the formation of an alcohol with the addition of a methyl group.
    • The intermediate product is now a secondary alcohol.
  2. Oxidation with PCC:
    • Pyridinium chlorochromate (PCC) is a mild oxidizing agent used to oxidize alcohols to aldehydes or ketones.
    • Here, the secondary alcohol is oxidized to a ketone.
  3. Hydrogenation:
    • The ketone is subjected to hydrogenation using \text{H}_2 and palladium on carbon (Pd/C) as the catalyst.
    • This reduces the ketone to a saturated alcohol, effectively reducing the carbon-carbon double bond.

Based on these transformations, the final product is an alcohol derived from the reduction of the interim ketone.

The correct answer, according to the given options, are products:

Both these structures align with the transformations through Grignard addition, oxidation, and finally reduction.

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Important Questions from Organic Synthesis

  1. For an unambiguous single step synthesis of the following target molecule (TM), the best bond disconnection in its retrosynthetic analysis is
     

  2. The major products X and Y formed in the following reaction sequences are

  3. The reaction(s) that yield(s) X as the major product is (are) 

  4. The major products E and F in the following reaction sequence are 

  5. Consider the following reaction sequence. The correct option(s) is (are)

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