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From the choices provided below, list the reagent(s) in order that will convert 3-oxobutanoic...

Question:

From the choices provided below, list the reagent(s) in order that will convert 3-oxobutanoic acid into the product shown below.

List your answer as a letter (single-step transformation) or series of letters (multi-step transformation) in the order the reagents are used. No more than three steps are required for this synthesis.

a) LiAlH{eq}_{4} {/eq}

b) NaBH{eq}_{4} {/eq}, water/methanol

c) H{eq}_{2} {/eq}O

d) H{eq}_{2} {/eq}, Pt

e) H{eq}_{2} {/eq}SO{eq}_{4} {/eq}

Control of a reaction's course

The same reaction run under different conditions may produce different products. With care, the conditions can be adjusted to produce a desired product or suppress an unwanted side reaction.

Answer and Explanation:

Answer: a, then c. Lithium aluminum hydride will reduce both the carboxylic acid and the carbonyl group to alcohols -- in fact, the reaction cannot...

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Learn more about this topic:

Using Reduction to Create Primary & Secondary Alcohols
Using Reduction to Create Primary & Secondary Alcohols

from Chemistry 304: Organic Chemistry II

Chapter 1 / Lesson 6
89

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