Strong Oxidation, Oxidative Cleavage of Alkenes

In this video we want to discuss the strong oxidation or oxidative cleavage of alkenes with KMnO4, dilute H2SO4, heat.

On strong oxidation the C=C double bond will break and what each carbon is converted to depends on the groups that are attached to that carbon.

Let's take a look at the possibilities:

strong oxidation of alkene products of oxidation

For alkene carbon bonded to 2 R groups, it'll be oxidised to ketone.

For alkene carbon bonded to 1 R group and 1 H, it'll be oxidised to acid.

For alkene carbon bonded to 2 H, it'll be oxidised to carbon dioxide and water.

Let's have 2 examples. Take a look at the first one.

strong oxidation of alkene example 1

Carbon 1 is attached to 2 H, so it'll be oxidised to carbon dioxide and water.

Carbon 2 is attached to 1 methyl group and 1 H, so it'll be oxidised to acid.

We can then write down the products:

strong oxidation of alkene example 1 products

Here's another example.

strong oxidation of alkene example 2

Carbon 2 is attached to 2 methyl groups so it'll be oxidised to ketone.

Carbon 3 is attached to 1 ethyl group and 1 H, so it'll be oxidised to acid.

Hence we can determine the products for this oxidation:

strong oxidation of alkene example 2 products

For the detailed step-by-step discussion on how to determine products for strong oxidation of alkenes, check out this video!

Topic: Alkenes, Organic Chemistry, A Level Chemistry, Singapore

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