3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 8.2 g (20 mmol) of the Diels-Alder reaction product of 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octene (perfluorohexylethene) and cyclopentadiene are mixed with 20 ml of formic acid, 1.3 ml of 70 percent strength hydrogen peroxide (30 mmol) is added at 60° C., and the mixture is held at 60° C. for 36 hours. The low-boiling components are distilled off in vacuo. The residue is extracted with three portions (130 ml in total) of methylene chloride. The combined extracts are dried with magnesium sulfate and the methylene chloride is removed in vacuo. The residue is sublimed at 95° C. in an oil pump vacuum. is added at 60° C. The low-boiling components are distilled off in vacuo The residue is extracted with three portions (130 ml in total) of methylene chloride The combined extracts are dried with magnesium sulfate the methylene chloride is removed in vacuo is sublimed at 95° C. in an oil pump vacuum

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 8.2 g (20 mmol) of the Diels-Alder reaction product of 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octene (perfluorohexylethene) and cyclopentadiene are mixed with 20 ml of formic acid, 1.3 ml of 70 percent strength hydrogen peroxide (30 mmol) is added at 60° C., and the mixture is held at 60° C. for 36 hours. The low-boiling components are distilled off in vacuo. The residue is extracted with three portions (130 ml in total) of methylene chloride. The combined extracts are dried with magnesium sulfate and the methylene chloride is removed in vacuo. The residue is sublimed at 95° C. in an oil pump vacuum. is added at 60° C. The low-boiling components are distilled off in vacuo The residue is extracted with three portions (130 ml in total) of methylene chloride The combined extracts are dried with magnesium sulfate the methylene chloride is removed in vacuo is sublimed at 95° C. in an oil pump vacuum

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: After confirming disappearance of C6F13CH═CH2 by gas chromatography, the reaction was terminated by cooling to obtain a reaction liquid. From the obtained reaction liquid, majority of methanol was distilled off under reduced pressure, and then, the reaction liquid was washed with water to remove the remaining methanol thereby to obtain 430 g of C6F13CH2CH2CH2OH having a purity of 92.8%. the reaction was terminated by cooling to obtain a reaction liquid was distilled off under reduced pressure the reaction liquid was washed with water to remove the remaining methanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 103 g (250 mmol) of the Diels-Alder reaction product of 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octene (perfluorohexylethene) and cyclopentadiene are mixed in 10 ml of dry toluene with 815 mg (2.5 mmol) of molybdenum acetylacetonate, and 104 ml of a 3.6 molar solution oft-butyl hydroperoxide in toluene (375 mmol) are added dropwise at 25° C. within 50 minutes. During this time, the temperature rises to 45° C. The solution is then held at 60° C. for 24 hours, after which the solvent, t-butanol and any remaining t-butyl hydroperoxideis distilled off in a rotary evaporator under reduced pressure. The residueis filtered over silica gel, followed by washing with two 10 ml portions oftoluene. In the course of the distillation over a packed column 15 cm long which is packed with 4 mm glass rings, the product distils at a pressure of 350 mbar and a boiling point of 54° to 56° C. are added dropwise at 25° C. within 50 minutes rises to 45° C after which the solvent, t-butanol and any remaining t-butyl hydroperoxideis distilled off in a rotary evaporator under reduced pressure The residueis filtered over silica gel by washing with two 10 ml portions oftoluene In the course of the distillation over a packed column 15 cm long which the product distils at a pressure of 350 mbar

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 8.2 g (20 mmol) of the Diels-Alder reaction product of 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octene (perfluorohexylethene) and cyclopentadiene are mixed with 20 ml of formic acid, 1.3 ml of 70 percent strength hydrogen peroxide (30 mmol) is added at 60° C., and the mixture is held at 60° C. for 36 hours. The low-boiling components are distilled off in vacuo. The residue is extracted with three portions (130 ml in total) of methylene chloride. The combined extracts are dried with magnesium sulfate and the methylene chloride is removed in vacuo. The residue is sublimed at 95° C. in an oil pump vacuum. is added at 60° C. The low-boiling components are distilled off in vacuo The residue is extracted with three portions (130 ml in total) of methylene chloride The combined extracts are dried with magnesium sulfate the methylene chloride is removed in vacuo is sublimed at 95° C. in an oil pump vacuum