Kornblum oxidation
Encyclopedia
The Kornblum oxidation is a chemical reaction
of a primary halide with dimethyl sulfoxide (DMSO)
to form an aldehyde
.
Like all DMSO-based oxidations, the Kornblum oxidation creates an alkoxysulphonium ion, which, in the presence of a base, such as triethylamine (Et3N)
, will eliminate
to form the desired aldehyde.
Chemical reaction
A chemical reaction is a process that leads to the transformation of one set of chemical substances to another. Chemical reactions can be either spontaneous, requiring no input of energy, or non-spontaneous, typically following the input of some type of energy, such as heat, light or electricity...
of a primary halide with dimethyl sulfoxide (DMSO)
Dimethyl sulfoxide
Dimethyl sulfoxide is an organosulfur compound with the formula 2SO. This colorless liquid is an important polar aprotic solvent that dissolves both polar and nonpolar compounds and is miscible in a wide range of organic solvents as well as water...
to form an aldehyde
Aldehyde
An aldehyde is an organic compound containing a formyl group. This functional group, with the structure R-CHO, consists of a carbonyl center bonded to hydrogen and an R group....
.
Like all DMSO-based oxidations, the Kornblum oxidation creates an alkoxysulphonium ion, which, in the presence of a base, such as triethylamine (Et3N)
Triethylamine
Triethylamine is the chemical compound with the formula N3, commonly abbreviated Et3N. It is also abbreviated TEA, yet this abbreviation must be used carefully to avoid confusion with triethanolamine, for which TEA is also a common abbreviation....
, will eliminate
Elimination reaction
An elimination reaction is a type of organic reaction in which two substituents are removed from a molecule in either a one or two-step mechanism...
to form the desired aldehyde.