Answered: How could you convert butanoic acid…

How could you convert butanoic acid into the following compounds? Write each step showing the reagents needed. (a) 1-Butanol (b) 1-Bromobutane (c) 1-Butene

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter7: Alkynes

Section: Chapter Questions

Problem 7.27P: Following is the structural formula of the tranquilizer meparfynol (Oblivon). Propose a synthesis...

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Concept explainers

Designing a Synthesis

Organic synthesis is a branch of chemical synthesis that involves the planned construction of organic compounds/molecules from smaller units that possess functional groups. Friedrich Wöhler was the first scientist who designed the synthesis of an organic compound, urea from inorganic starting materials silver cyanate with ammonium chloride via a simple, one-step synthesis.

Question

How could you convert butanoic acid into the following compounds?
Write each step showing the reagents needed.
(a) 1-Butanol (b) 1-Bromobutane (c) 1-Butene

Expert Solution

Step 1 Butanol to Butanoic Acid

Butanol or 1-Butanol is a primary alcohol. The aim is to convert it into Butanoic Acid. Basically, alcohol can be converted into carboxylic acids by oxidation process. Some strong oxidizing agents like KMnO₄/H⁺ directly convert the alcohols into acids whereas some mild oxidizing agents like K₂Cr₂O₇/H⁺ does the job in a step wise manner , i.e. by first converting it into aldehyde and again converting it into carboxylic acid.

Step 2

Butanol to Butanoic Acid-

In the first step, Butanol is converted to Butanal or Butyraldehyde and then it is converted to Butanoic acid or butyric acid

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