Question
Question: What is the reaction of following on \( but - 2 - ene \) ? (A) Dil alkaline \( KMn{O_4} \) (B) ...
What is the reaction of following on but−2−ene ?
(A) Dil alkaline KMnO4
(B) Acidic KMnO4
Solution
Potassium permanganate is an oxidising agent. On reacting with alkene it gives different products depending upon what type of Potassium permanganate is present, whether cold, acidic or alkaline Potassium permanganate reacting with alkene.
Complete answer:
When Potassium permanganate , an oxidizing agent, is added to an alkene it results in ketogenic or acidic compound formation. An alkaline solution of cold Potassium permanganate is called Baeyer’s reagent, which is a potent oxidizing agent. Alkene on reaction with cold, dilute or aqueous solution of Potassium permanganate produces vicinal glycols.
When dilute alkaline KMnO4 reacts with the but−2−ene a diol product is formed, which is butane−2,3−diol . First it breaks the carbon-carbon double bond and then the resultant product is converted into a diol. The reaction is –
CH3−CH=CH−CH3+H−OH+[O]→(CH3CHOH)2
Alkene in reaction with acidic KMnO4 are converted into carboxylic group formation. When but−2−ene is treated with acidic KMnO4 , the carbon-carbon double bond breaks down due to the action of this oxidising agent. This results in the formation of acetic acid
Additional information:
The following point should be kept in mind when deriving the end product with a carbon-carbon double bond:
If there are two alkyl groups at one end of the bond, that part of the molecule will give ketone.
If there is one alkyl group and one hydrogen at one end of the bond, that part of the molecule will give carboxylic acid.
If there are two hydrogens at one end of the bond, that part will give carbon dioxide and water.
Note:
Potassium permanganate is a purple-black crystalline solid. Alkaline Potassium permanganate is used for the identification of a compound whether it contains saturated or unsaturated bonds. Thus it helps in testing the unsaturation of a compound. It is widely used in titration, treating bacterial or fungal infections or dressing wounds.