How to convert ethane to propanone?

Question:

How to convert ethane to propanone?

Alkane to Ketone or Aldehyde:

An alkane can be converted to an alkyl halide through radical halogenation. The alkyl halide can undergo substitution reaction with NaOH to give an alcohol. The alcohol can be oxidized to a ketone or aldehyde.

Answer and Explanation:

The steps needed to convert ethane to propanone are given below.

Step 1: Radical bromination of ethane gives bromoethane.

Step 2: Substitution reaction between bromoethane and NaOH gives ethanol.

Step 3: Partial oxidation of ethanol using the mils oxidizing agent pyridinium chlorochromate (PCC) gives ethanal.

Step 4: Grignard reaction between ethanal and methyl magnesium bromide followed by acidic workup gives 2-propanol.

Step 5: Oxidation of 2-propanol gives propanone.


Learn more about this topic:

Aldehyde & Ketone Synthesis by Oxidation of Alcohols
Aldehyde & Ketone Synthesis by Oxidation of Alcohols

from Chemistry 304: Organic Chemistry II

Chapter 2 / Lesson 7
356

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