Guidelines

What is the product of the oxidation reaction of an aldehyde?

What is the product of the oxidation reaction of an aldehyde?

When an aldehyde is oxidized the product that results is a carboxylic acid (COOH group).

When was the Swern oxidation discovered?

1978
During 1978 oxalyl chloride was found to be more efficient than TFAA as an activating agent for DMSO in the oxidation of alcohols. Since then the oxidation of primary or secondary alcohols using DMSO and TFAA or oxalyl chloride is known as the Swern Oxidation.

Why ketones are not oxidised?

Because ketones do not have hydrogen atom attached to their carbonyl, they are resistant to oxidation. Only very strong oxidizing agents such as potassium manganate(VII) (potassium permanganate) solution oxidize ketones.

What is the oxidation product of a ketone?

Naturally, oxidation in the context of organic chemistry can be thought as, wouldn’t you know it, adding oxygen (or removing hydrogen). For a ketone, we have a problem. It can’t be oxidized any further via the removal of a hydrogen. There is no product when trying to oxidize a ketone in that manner.

What kind of reaction is the Swern oxidation?

The Swern oxidation, named after Daniel Swern, is a chemical reaction whereby a primary or secondary alcohol is oxidized to an aldehyde or ketone using oxalyl chloride, dimethyl sulfoxide (DMSO) and an organic base, such as triethylamine.

What kind of base is used in Swern oxidation?

What is Swern Oxidation? Swern Oxidation refers to the organic chemical reaction where oxalyl chloride, an organic base, and dimethyl sulfoxide are employed for the oxidation of primary and secondary alcohols to aldehydes or ketones, respectively.

What are the by-products of the Swern reaction?

The Swern reaction is well known for its wide tolerance range for functional groups as well as its mild characteristics. The following by-products are produced in this type of reaction: Triethylammonium chloride (Et 3 NHCl, only produced when triethylamine is used as the organic base)

Is the Swern oxidation a DMSO oxidation?

It is one of the many oxidation reactions commonly referred to as ‘activated DMSO’ oxidations. The reaction is known for its mild character and wide tolerance of functional groups.