1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-6-iodohexane

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: Perfluorohexyl iodide (4.5 g), sodium hydroxymethanesulphinate (4 g) and phenyl disulphide (2.2 g) in dimethylformamide (10 cc) and water (0.5 cc) are stirred for 12 hours. After the usual treatment, phenyl perfluorohexyl sulphide is obtained in 40% yield.

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

Procedure: Perfluorohexyl iodide (4.5 g), sodium hydroxymethanesulphinate (4 g) and phenyl disulphide (2.2 g) in dimethylformamide (10 cc) and water (0.5 cc) are stirred for 12 hours. After the usual treatment, phenyl perfluorohexyl sulphide is obtained in 40% yield.

Conditions: temp:-80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A 225-mL Hastelloy™ nickel alloy tube was charged with 134.0 g (0.30 mol) of perfluorohexyl iodide, cooled to −80° C. and evacuated, then warmed to 22° C. and pressured to 380 psi (2.72 mPa) with hydrogen (0.17 mol). Heating to 300° C. was accompanied by at least three temperature spikes, the first beginning at 240° C. The pressure at 300° C. began at 990 psi (6.93 mPa) and dropped to 860 psi (6.03 mPa) within 2 hours. When cooled to 25° C., the reactor showed zero pressure on the gauge. Distillation of the liquid product afforded 77.9 g (81%) of pure 1H-perfluorohexane (Boiling Point 70.6-71.2° C.), confirmed by GC and NMR. evacuated warmed to 22° C. Heating to 300° C. at 240° C at 300° C. dropped to 860 psi (6.03 mPa) within 2 hours When cooled to 25° C. Distillation of the liquid product

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

Procedure: 44.6 g. of C6F13I and 12 g. of ethyl carbonate are dissolved in 30 ml. of DMSO and added slowly to a dispersion of 18 g. of zinc-copper couple in 40 ml. of DMSO. At the end of the addition, which lasts 3 hours, the reaction mixture is centrifuged and by decanting a yellow liquid is obtained and identified by comparison of NMR and infrared spectra with that of a sample of C6F13COOC2H5 prepared by esterification of the acid, C6F13COOH, obtained by reaction of C6F13I and of CO2. At the end of the addition, which by decanting a yellow liquid is obtained

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

Procedure: Into a 1 l four-necked flask equipped with a stirrer, a distillation apparatus-equipped reflux condenser, a dropping funnel and a thermometer, 400 cc of isopropyl alcohol (the water content in the isopropyl alcohol being not higher than 50 ppm, the same is true in the following Examples), and 84.2 g (0.75 mol) of potassium tertbutoxide were charged. The reactor was heated to bring the internal temperature to 60° C. Then, 223 g (0.5 mol) of C6F13I was dropwise added thereto over a period of two hours. After completion of the dropwise addition, heating and refluxing were continued for one hour. The conversion at that time was 100%. A fraction with a boiling point of up to 75° C. was recovered by distillation from the reactor and further washed five times with 200 g of water, to obtain 151 g of C6F13H having a purity of 99.8%. In the reactor, no formation of tar was observed. Into a 1 l four-necked flask equipped with a stirrer a distillation apparatus-equipped reflux condenser, a dropping funnel were charged The reactor was heated to 60° C After completion of the dropwise addition heating refluxing were continued for one hour A fraction with a boiling point of up to 75° C. was recovered by distillation from the reactor further washed five times with 200 g of water

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

Procedure: Into a 1 l four-necked flask equipped with a stirrer, a distillation apparatus-equipped reflux condenser, a dropping funnel and a thermometer, 200 cc of isopropyl alcohol, 87.5 g (0.75 mol) of 48% potassium hydroxide and 1 g of tetrabutyl ammonium bromide were charged. The reactor was heated to bring the internal temperature to 60° C. Then, 223 g (0.5 mol) of C6F13I was dropwise added thereto over a period of one hour. After completion of dropwise addition, heating and refluxing were continued for 3 hours. The conversion at that time was 99.9%. A fraction with a boiling point of up to 75° C. was recovered by distillation from the reactor. This recovered liquid was washed five times with 200 g of water, and acetone and isopropyl alcohol were removed. Thus, 146 g of C6F13H having a purity of 99.9%, was obtained. Into a 1 l four-necked flask equipped with a stirrer a distillation apparatus-equipped reflux condenser, a dropping funnel The reactor was heated to 60° C After completion of dropwise addition heating refluxing were continued for 3 hours A fraction with a boiling point of up to 75° C. was recovered by distillation from the reactor This recovered liquid was washed five times with 200 g of water, and acetone and isopropyl alcohol were removed

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

Procedure: Into a 1 l four-necked flask equipped with a stirrer, a distillation apparatus-equipped reflux condenser, a dropping funnel and a thermometer, 200 cc of isopropyl alcohol, 87.5 g (0.75 mol) of 48% potassium hydroxide and 1 g of tetrabutyl ammonium bromide were charged. The reactor was heated to bring the internal temperature to 60° C. Then, 223 g (0.5 mol) of C6F13I was dropwise added thereto over a period of one hour. After completion of dropwise addition, heating and refluxing were continued for 3 hours. The conversion at that time was 99.9%. A fraction with a boiling point of up to 75° C. was recovered by distillation from the reactor. This recovered liquid was washed five times with 200 g of water, and acetone and isopropyl alcohol were removed. Thus, 146 g of C6F13H having a purity of 99.9%, was obtained. Into a 1 l four-necked flask equipped with a stirrer a distillation apparatus-equipped reflux condenser, a dropping funnel The reactor was heated to 60° C After completion of dropwise addition heating refluxing were continued for 3 hours A fraction with a boiling point of up to 75° C. was recovered by distillation from the reactor This recovered liquid was washed five times with 200 g of water, and acetone and isopropyl alcohol were removed

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

Procedure: Into a 1 l four-necked flask equipped with a stirrer, a distillation apparatus-equipped reflux condenser, a dropping funnel and a thermometer, 400 cc of isopropyl alcohol, 49.5 g (0.75 mol) of 85% potassium hydroxide and 1 g of tetrabutylphosphonium bromide were charged. The reactor was heated to bring the internal temperature to 60° C. Then, 223 g (0.5 mol) of C6F13I was dropwise added thereto over a period of one hour. After completion of the dropwise addition, heating and refluxing were continued for one hour. The conversion at that time was 100%. A fraction with a boiling point of up to 75° C. was recovered by distillation from the reactor. The recovered liquid was washed five times with 200 g of water, and acetone and isopropyl alcohol were removed. Thus, 152 g of C6F13H having a purity of 99.9%, was obtained. Into a 1 l four-necked flask equipped with a stirrer a distillation apparatus-equipped reflux condenser, a dropping funnel The reactor was heated to 60° C After completion of the dropwise addition heating refluxing were continued for one hour A fraction with a boiling point of up to 75° C. was recovered by distillation from the reactor The recovered liquid was washed five times with 200 g of water, and acetone and isopropyl alcohol were removed

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

Procedure: Into a 1 l four-necked flask equipped with a stirrer, a distillation apparatus-equipped refluxing condenser, a dropping funnel and a thermometer, 200 cc of methanol, 131 g of (1.1 mols) of 48% potassium hydroxide and 3 g of tetrabutylphosphonium bromide were charged. The reactor was heated to bring the internal temperature to 60° C. Then, 223 g (0.5 mol) of C6F13I was dropwise added thereto over a period of one hour. After completion of dropwise addition, heating and refluxing were continued for two hours. The conversion at that time was 97.0%. A fraction with a boiling point of up to 60° C. was recovered by distillation from the reactor. The recovered liquid was washed with 300 g of water to recover the fluorocarbon. Thus, 149 g of C6F13H having a purity of 99.9%, was obtained. Into a 1 l four-necked flask equipped with a stirrer a distillation apparatus-equipped refluxing condenser, a dropping funnel The reactor was heated to 60° C After completion of dropwise addition heating refluxing were continued for two hours A fraction with a boiling point of up to 60° C. was recovered by distillation from the reactor The recovered liquid was washed with 300 g of water to recover the fluorocarbon

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

Procedure: Into a 1 l four-necked flask equipped with a stirrer, a distillation apparatus-equipped refluxing condenser, a dropping funnel and a thermometer, 200 cc of methanol, 131 g of (1.1 mols) of 48% potassium hydroxide and 3 g of tetrabutylphosphonium bromide were charged. The reactor was heated to bring the internal temperature to 60° C. Then, 223 g (0.5 mol) of C6F13I was dropwise added thereto over a period of one hour. After completion of dropwise addition, heating and refluxing were continued for two hours. The conversion at that time was 97.0%. A fraction with a boiling point of up to 60° C. was recovered by distillation from the reactor. The recovered liquid was washed with 300 g of water to recover the fluorocarbon. Thus, 149 g of C6F13H having a purity of 99.9%, was obtained. Into a 1 l four-necked flask equipped with a stirrer a distillation apparatus-equipped refluxing condenser, a dropping funnel The reactor was heated to 60° C After completion of dropwise addition heating refluxing were continued for two hours A fraction with a boiling point of up to 60° C. was recovered by distillation from the reactor The recovered liquid was washed with 300 g of water to recover the fluorocarbon