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Question

The reagent(s) that will effect the following transformation is(are)

The given transformation involves the removal of a methoxyethoxymethyl (MEM) protecting group to yield the corresponding alcohol. The goal is to identify the reagent(s) that will accomplish this transformation. Let's evaluate the options:

  1. \(Pd/C, \ H_2\): This reagent is typically used for hydrogenation reactions, which are not applicable in removing protecting groups like MEM. Hence, it is not the correct choice for this transformation.
  2. \(ZnBr_2\): Zinc bromide is a Lewis acid that can facilitate the deprotection of MEM groups. It activates the methoxyethoxymethyl group for hydrolysis, effectively removing it.
  3. Pyridinium p-toluenesulfonate (PPTS), \(tBuOH\): PPTS is a mild acid used in deprotection reactions, such as the removal of MEM groups. When used in conjunction with a solvent like \(tBuOH\), it can promote the hydrolysis of the MEM group to yield the desired alcohol.
  4. \(nBu_4NF\): Tetra-n-butylammonium fluoride (TBAF) is generally used for removing silyl ether protecting groups, not MEM groups. Thus, this option is not suitable for the transformation.

Based on the above evaluation, the reagents \(ZnBr_2\) and Pyridinium p-toluenesulfonate (PPTS) with \(tBuOH\) are appropriate for achieving the desired transformation from a MEM-protected compound to an alcohol.

Conclusion: The correct reagent(s) for the transformation are \(ZnBr_2\) and Pyridinium p-toluenesulfonate (PPTS), \(tBuOH\).

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Important Questions from Organic Transformations and Reagents

  1. The presence of unsaturation in an organic compound can be detected by

  2. Which of the following boron compounds is used as a reducing agent in organic synthesis?

  3. In elimination reaction of sec-Butyl trimethylammonium hydroxide, major product formed would be ________.

  4. Find out the suitable products in the following Grignard reaction:

     

  5. What will be the product in the following reaction ?

     

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