Numford
Name reaction

Kolbe electrolysis

Electrolysis of an aqueous solution of the sodium or potassium salt of a carboxylic acid gives an alkane at the anode.

Class 11, Chapter 9 Hydrocarbons

  1. OO−Na+
    Sodium propanoateCH₃CH₂COONaCompound
  2. Step 1

    electrolysis of the aqueous solution

    Kolbe electrolysis
    i

    Kolbe electrolysis joins two ethyl groups at the anode.

    ButaneCH₃CH₂CH₂CH₃Alkane

Reagents: electrolysis of RCOONa (aq)

Mechanism

How it works

  1. At the anode the carboxylate loses an electron and CO₂ to give an alkyl radical.
  2. Two alkyl radicals combine to form R-R.
  3. Hydrogen is released at the cathode.
Used to prepare

What it makes

Alkanes with 2(n-1) carbons from an acid with n carbons.

Limitations

Where it fails

Mixed salts give mixtures of alkanes. Methane cannot be made.

Which chapter

Class 11, Chapter 9 Hydrocarbons

Questions

Kolbe electrolysis: quick answers

What is formed from sodium ethanoate?

Ethane at the anode (with CO2), and hydrogen at the cathode.

How does Kolbe electrolysis differ from decarboxylation?

Electrolysis joins two alkyl groups; soda lime decarboxylation gives an alkane with one carbon less.

What is formed at the cathode?

Hydrogen gas (and NaOH).

Plan an organic conversion