114934-91-7

Upstream product

• 67-56-1 methanol 
• 507-63-1 1-iodoheptadecafluorooctane 
• 106-51-4 p-benzoquinone 

Downstream Products

• 29392-04-9 3-perfluoroocyl-1,4-dihydroxybenzene 
• 134641-35-3 4-heptadecafluorooctylbenzaldehyde 
• 134904-88-4 4-methoxy-4-(perfluorooctyl)-2,5-cyclohexadien-1-one 
• 134904-90-8 ethyl 2-<4-methoxy-4-(perfluorooctyl)-2,5-cyclohexadienylidene>propionate 
• 134904-92-0 ethyl 2-<4-(perfluorooctyl)phenyl>propionate 
• 134904-94-2 2-<4-(perfluorooctyl)phenyl>propionic acid 
• 135957-84-5 1,4-Bis(perfluorooctyl)-2,5-cyclohexadiene-1,4-diol 
• 134285-00-0 4-Perfluorooctyl-1,2-benzenediol 
• 134284-96-1 4-Perfluorooctyl-1,3-benzenediol 
• 135957-91-4 2,5-Dimethyl-5-perfluorooctyl-2-cyclohexene-1,4-dione 
• 144876-54-0 2-perfluorooctyl-1,4-benzoquinone 
• 114963-31-4 1,2-Diacetoxy-4-perfluorooctylbenzene 
• 114963-34-7 2,4-Diacetoxy-1-perfluorooctylbenzene 
• 114963-28-9 4-Acetoxy-4-perfluorooctyl-2,5-cyclohexadien-1-one 

Relevant academic research and scientific papers

Acetic acid derivatives and their production

Compounds of formula STR1 where n is an integer from 1 to 12, R and R1 are the same or different and are hydrogen or C1 to C6 linear or branched alkyl as well as their physiologically active salts and amides thereof and the enantiomers, mixtures and racemates are disclosed. Intermediates useful in preparing the above compounds are also disclosed as are processes for preparing these compounds.

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.

Preparation of Perfluoroalkyl Ketones by the Reaction of Perfluoroalkyllithiums with Esters

A variety of esters react with perfluoroalkyllithiums in situ generated from perfluoroalkyl iodides and methyllithium to give perfluoroalkyl ketones in good yields.Perfluoroalkyllithiums add to α,β-unsaturated esters only in the 1,2-addition mode even in the presence of copper salt.Exception was observed in the reaction with maleates where perfluoroalkylated succinic esters and normal 1,2-addition products are obtained in comparable amounts.

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