Perfluorobutyl iodide

Electrochemical addition of perfluorobutyl iodide to 2-methyl-3-butyn-2-ol followed by basic dehydroiodmation and thermal cleavage gives perfluorobutyl-acetylene in an overall yield of 83% [34] (equation 26)... 

The product is a mixture, however, the composition may be altered by the nucleophile used in the reaction For example, the reaction of perfluorobutyl iodide in the presence of sodium acetate or sodium bisulfite results mostly in perfluoro-2-butene and nonafluorobutane, whereas with potassium thiocyanate, perfluoro-1 butene is the dominant product, together with perfluoro-2-butene and a small amount of nonafluorobutane (equation 40)... 

CO2 [67]. Early work examining the free-radical telomerization of TFE in supercritical C02 took advantage of the high solubility of the low molecular weight perfluoroalkyl iodides products to prepare these materials homogeneously [77]. In these reactions, we utilized perfluorobutyl iodide as the telogen... 

Table 2. Experimental results from the telomerizations of TFE in supercritical C02. Perfluorobutyl iodide was employed as the telogen [77]...

Ohtani and coworkers described an approach for covalently attaching a quarternary pyridinium salt to the diamond surface [147]. The reaction strategy first involves introducing surface Cl functional groups by irradiating the surface in the presence of CI2. The chlorinated electrode is then placed in hot pyridine to produce pyridine moieties on the surface. Kim et al. used UV irradiation to convert adsorbed perfluorobutyl iodide on hydrogen-terminated diamond to form covalently attached perfluorobutyl functional groups [148]. 

The solvent effect in Mn2(CO)io polymerizations was explored with over 40 solvents [51] and perfluorobutyl iodide (PFBI), easily activated by Mn(CO)5 (vide infra) was used as initiator. The comparisons were made under the same conditions (VDF/PFBI/Mn2(CO)io = 25/1/0.2 VDF/solvent = 1/3 wt/v) and revealed that in accordance with the principles outlined above, no polymerization occurred in anisole, a,a,a-trifluorotoluene, diglyme, diethylene glycol monoethyl ether, ethyl ether, THF, dioxane, o-cresol, isopropanol, trifluoroacetic anhydride, tetramethylurea, sulfolane, benzonitrile, cyclopentanone even after 1-3 days. Poor reaction rates (/ p PP < 1 - 9 X 10 h ) were observed in HMPA, 2-butanone, methyl pentanone, DMF, DMSO, PEO, DMAc, 5-valerolactone, BuOH, and EtOAc. Slightly faster polymerizations (/ p PP = 1 - 1.7 X 10 h ) were seen in CH2CI2, acetic anhydride, y-butyrolactone, 1,2-dichloroethane, TMP, MeOH, pentafluorobutane, and HFBz,... 

Radical -perfluorobutylation of thiophene gave the mixture of 2-(n-perfluorobutyl)thiophene (86.5 %) and 3-(n-perfluorobutyl)thiophene (13.5 %) in 97 % overall yield [208]. For this purpose, the ( -perfluorobutyl)-radical was obtained by the reaction of (n-perfluorobutyl)-iodide with methyl radical which, in turn, was generated from different sources f-BuOOH and Fe(OAc)20H, MeCOMe and H2O2 or DMS0/H202/Fe(II) [208]. 

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