Iodine → 2-Chloro-1,1,1,4,4,4-hexafluorobutane

Temperature

260 °C

2,3-Dichlorohexafluorobut-2-ene (300 g) and iodine (150 g) were charged into a 1 liter stirred autoclave. The autoclave was sealed, cooled and evacuated. It was then charged with hydrogen to 500 psi at room temperature. The autoclave was heated to 260° C. and the hydrogen pressure was increased to 1500 psi. The temperature was held at 260° C. with periodic additions of hydrogen to maintain a pressure of 1500 psi. After 15 hours no more hydrogen was being consumed by the reaction. The temperature was held for an additional six hours and then the clave was cooled and the gases were vented. The liquid was washed with water, saturated sodium thiosulfate solution, and then analyzed by GC/IR. Analysis showed that it contained 0.5% 1,1,1,4,4,4-hexafluorobutane, 85% 2-chloro-1,1,1,4,4,4-hexafluorobutane, and 13.5% of 2,3-dichloro-1,1,1,4,4,4-hexafluorobutane as two isomers. Distillation on a concentric tube column gave 78 g of 2-chloro-1,1,1,4,4,4-hexafluorobutane, and 25 g of 2,3-dichloro- 1,1,1,4,4,4-hexafluorobutane as two isomers.

1. customThe autoclave was sealed
2. temperaturecooled
3. customevacuated
4. additionIt was then charged with hydrogen to 500 psi at room temperature
5. temperaturethe hydrogen pressure was increased to 1500 psi
6. customwas held at 260° C. with periodic additions of hydrogen
7. temperatureto maintain a pressure of 1500 psi
8. customAfter 15 hours no more hydrogen was being consumed by the reaction
9. temperaturethe clave was cooled
10. washThe liquid was washed with water, saturated sodium thiosulfate solution
11. distillationDistillation on a concentric tube column

ORD record

ord-ab871f0846c64c96a4531978658d555d

Source dataset

uspto-grants-1992_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05097082