The halogen dance rearrangement is an organic reaction in which a halogen substituent moves to a new position on an aromatic ring system. The reaction belongs to a class of organic reactions called 1,2-rearrangements. The original halogen dance is the base-catalysed rearrangement of 1,2,4-tribromobenzene to 1,3,5-tribromobenzene in liquid ammonia with the aniline/potassium base system. The intermediate in this reaction is an aryl carbanion. The halogen dance concept can be extended from benzene derivatives to other aromatic systems as well, for instance furan and thiophene compounds.
The halogen dance rearrangement of iodooxazoles was studied by the Stambuli Group.
Famous quotes containing the word dance:
“The city is all right. To live in one
Is to be civilized, stay up and read
Or sing and dance all night and see sunrise
By waiting up instead of getting up.”
—Robert Frost (18741963)