651-93-4Relevant academic research and scientific papers
A Synthesis of Novel Perfluorodienes
Briscoe, Mark W.,Chambers, Richard D.,Mullins, Steven J.,Nakamura, Takayuki,Drakesmith, Frederick G.
, p. 1127 - 1128 (1990)
Oligomers of perfluoroalkenes are converted to dienes in good yields, using sodium amalgam; these dienes are highly susceptible to nucleophilic attack and can be excellent sources of heterocycles.
Reactions Involving Fluoride Ion. Part 39. Reactions of Perfluorinated Dienes with Oxygen and Sulphur Nucleophiles
Briscoe, Mark W.,Chambers, Richard D.,Mullins, Steven J.,Nakamura, Takayuki,Vaughan, Julian F. S.
, p. 3119 - 3124 (1994)
The order of reactivity of perfluorinated dienes towards methanol is 3 > 2 >> 1 and the process is activated by release of angle strain.The diene 1 is hydrolysed to give perfluorotetramethyl-furan and the corresponding thiophene, is obtained by an analogo
STEREOCHEMISTRY OF NUCLEOPHILIC ADDITIONS TO HEXAFLUORO-2-BUTYNE
Chambers, Richard D.,Jones, Colin G. P.,Silvester, Michael J.,Speight, David B.
, p. 47 - 56 (1984)
Base-catalysed additions of alcohols to F-2-butyne (1) give mainly products of trans-addition while cis-addition predominates in uncatalysed additions of alcohols carried out in a diluent.The stereochemistry of addition of diethylamine is very dependent on the solvent used and cis- or trans-addition may predominate.Stepwise and concerted mechanisms are advanced to account for these observations.Nucleophilic addition of sulphur to (1) gives F-tetramethylthiophene (68percent) and hydration gives CF3CH2COCF3 (91percent).
Fluorinated di-enes
Chambers, R. D.,Vaughan, J. F. S.,Mullins, S. J.,Nakamura, T.,Roche, A. J.
, p. 231 - 234 (1995)
Fluorinated di-enes may be obtained by the defluorination of some oligomers of F-alkenes and -cycloalkenes using tetrakis(dimethylamino)ethene.These di-enes are very susceptible to nucleophilic attack.Nucleophilic epoxidation of (4) gives a new diepoxide which undergoes a novel ring-opening reaction.Di-ene (4) forms cyclopentadienylide derivatives with di-functional carbon nucleophiles and a cyclopentadienylide salt (17) is obtained in a remarkable 'one-pot' reaction from hexachlorobutadiene. (4) (17) - Keywords: Fluorinated di-enes; Tetrakis(dimethylamino)ethene; Defluorination
Thiirene formation in the reactions of sulfur atoms with alkynes
Verkoczy, Bela,Sherwood, Alden G.,Safarik, Imre,Strausz, Otto P.
, p. 2268 - 2281 (2007/10/02)
The gas phase reactions of S(1D2) and S(3PJ) atoms with alkynes have been studied by photolyzing COS in the presence of CHCH, CF3CCH, and CF3CCCF3.In the reactions with CHCH, CS2, benzene, and thiophene were formed; with CF3CCH, eight products found with disubstituted thiophenes and trisubstituted benzenes as the major products.In the case of CF3CCCF3, only perfluorotetramethylthiophene was detected at low conversion but at long photolysis several new products were observed.Many of the reaction products characterized here have not been reported before.The formation and distribution of the reaction products could be rationalized by an overall mechanism in which the formation of the highly reactive primary adducts, thiirene and thioformylmethylene, is followed by bimolecular reactions yielding the principal end products.The formation of minor products could be explained by secondary photoisomerizations, secondary photolysis, and by secondary decompositions and the secondary reactions of sulfur atoms with primary products.
Reaction of Bistrifluoromethylaminosulphenyl Chloride with Fluoro-olefins and Hexafluorobut-2-yne under Free-radical Conditions
Service, Colin F.,Tipping, Anthony E.
, p. 135 - 140 (2007/10/02)
Reaction of bistrifluoromethylaminosulphenyl chloride with unsymmetrical fluoro-olefins in daylight or under photochemical conditions gives both possible 1:1 adducts (ca. 1:1) arising from homolytic fission of the S-Cl bond.Addition to octafluorobut-2-ene and hexafluorobut-2-yne gives mixtures of the syn- and anti- adducts.
