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1 Provide the reagents necessary to carry out the following conversion

Chemistry Jan 07, 2021

1 Provide the reagents necessary to carry out the following conversion. ?? ?? ?? 2. Predict the product(s) for the following reaction. Li ?? 1.NaH 2. CH3CH2Br OCH3 NaBH4 /H20 OH 1,TsCl /pyridine 2. Nal

Expert Solution

1. Reagents for the given transformation are,

Ist reaction : (a) H2O/H+ (hydration to internaal ketone) (b) NaBH4 (reduction of carbonyl to alcohol)

IInd reaction : (a) O3 and then Zn/AcOH (forms keto aldehyde) (b) NaBH4 (reduction of ketone and aldehyde groups to alcohols)

IIIrd reaction : Pt/C, heat (dehydrogenation)

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3. Drawn below are the products formed in each reaction from top to bottom.

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4. Structure of A, B, C and D are drawn below.

please see the attached file for complete solution

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