114934-89-3

Upstream product

• 423-39-2 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane 
• 106-51-4 p-benzoquinone 

Downstream Products

• 134285-02-2 4-Perfluorobutyl-1,2-benzenediol 
• 134284-98-3 4-Perfluorobutyl-1,3-benzenediol 
• 114934-92-8 4-Acetoxy-4-perfluorobutyl-2,5-cyclohexadien-1-one 

Relevant academic research and scientific papers

Trifluoromethylation of carbonyl compounds

A process which comprises reacting under substantially anhydrous conditions a perfluoroalkyltrihydrocarbylsilane and a carbonyl compound in the presence of a catalyst such that the carbonyl compound is perfluoroalkylated.

Rearrangement of 4-Perfluoroalkyl Quinols

Treatment of 4-perfluoroalkyl-4-hydroxy-2,5-hexadien-1-one (4-perfluoroalkyl-4-quinol), prepared from the reaction of 1,4-benzoquinone with perfluoroalkyllithium, with acetic anhydride-sulfuric acid gave a mixture of 2,4-diacetoxy-1-perfluoroalkylbenzene and 1,2-diacetoxy-4-perfluoroalkylbenzene in a comparable ratio.When 4-perfluoroalkyl-4-quinols bearing a methyl group ortho to the perfluoroalkyl group were subjected to the rearrangement, acetoxymethyl compounds were obtained in addition to diacetoxybenzene derivatives.Only 1,3-migration was observed in the cases of 2,4-di-t-butyl-4-perfluorooctyl-4-quinol and 4-hydroxy-4-perfluoroalkyl-1(4H)-naphthalenone, while the reaction of 2,6-dimethyl and 2-methoxy derivatives gave only 1,2-shift products.Reaction routes to the apparent 1,2- and 1,3-acetoxyl migration products are discussed.

Perfluoralkyl-thwarted Rearrangement of Quinol Esters. Formation of Catechol Derivatives via 1,3-Migration of Acyloxyl Group

Treatment of 4-perfluoroalkyl-4-quinols with acetic anhydride-sulfuric acid was found to lead to 1,2- and 1,3-migration of acetoxyl group in initially formed quinol acetates followed by aromatization to give a mixture of 4-perfluoroalkylresorcinol diaceta