Tetrafluoroethylene → 1,1,2,2-Tetrafluoro-2-iodoethyl sulfurofluoridate

Temperature

100 °C

Into a 1-liter pressure reactor was charged a mixture of iodine monochloride (162.5 g, 1.0 mol) and fluorosulfonic acid (110 g, 1.1 mol). The reactor was cooled and tetrafluoroethylene (120 g, 1.2 mol) was added. After the addition of TFE was complete, the reaction mixture was heated at 100° C. for 10 hr. The cooled mixture was then slowly poured into a large amount of ice with stirring. The lower layer was separated, washed with dilute NaHSO3 solution and water and dried over MgSO4. Distillation afforded the desired product as a clear liquid (215 g, 66% yield), bp. 87-88° C. 19F NMR (188.24 MHz, CDCl3): -85.4 (dt, J=8.4 Hz, J=5.2 Hz, 2F), -65.7 (t, J=5.2 Hz, 2F), +49.6 (t, J=8.3 Hz, 1F).

1. additionInto a 1-liter pressure reactor was charged
2. temperatureThe reactor was cooled
3. additionAfter the addition of TFE
4. additionThe cooled mixture was then slowly poured into a large amount of ice
5. customThe lower layer was separated
6. washwashed with dilute NaHSO3 solution and water
7. dry with materialdried over MgSO4
8. distillationDistillation

ORD record

ord-61e4a0a666194caf8b154a89b30b167f

Source dataset

uspto-grants-2000_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06166157