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Question

Identify the product from the following reaction

The correct answer is

The reaction in question is a hydroboration-oxidation of an alkene. Here's a step-by-step explanation of the process:

  1. The first step involves the addition of 9-BBN (9-Borabicyclo[3.3.1]nonane) to the alkene. This reagent adds across the double bond, placing the boron atom on the less substituted carbon atom of the double bond due to steric and electronic factors. This results in the formation of an organoborane intermediate.
  2. The second step is the oxidation of the organoborane with hydrogen peroxide (H2O2) in a basic solution (NaOH). This step replaces the boron atom with a hydroxyl group, converting the organoborane into an alcohol.

Since the hydroboration-oxidation method follows anti-Markovnikov's rule, the hydroxyl group will end up on the less substituted carbon of the initial double bond, leading to the formation of the anti-Markovnikov product.

Therefore, the correct structure of the product is as shown below:

Correct Product Structure
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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. For the following reaction, the possible product(s) is/are

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

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

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