Iodine → 2-Iodo-1,1,2,2-tetrafluoroethyl chlorosulfate

HRID 1276574Notes

Reaction equation

HRID 1276574 reaction equation
[I:1]I.[Cl:3][S:4]([OH:7])(=[O:6])=[O:5].[F:8][C:9]([F:13])=[C:10]([F:12])[F:11]>>[S:4]([Cl:3])([O:7][C:10]([F:12])([F:11])[C:9]([I:1])([F:13])[F:8])(=[O:6])=[O:5]

Participants

4

Reactant 3

HCID 807IodineHCID 8301TetrafluoroethyleneHCID 24638Chlorosulfonic acid

Product 1

HCID 110461342-Iodo-1,1,2,2-tetrafluoroethyl chlorosulfateYield 7.3%

Conditions

Temperature
50 °C

Procedure

Into a 400 mL stainless steel shaker tube was charged iodine (101.6 g, 0.4 mol) and chlorosulfonic acid (46.6 g, 0.4 mol). The reactor was cooled and evacuated, then tetrafluoroethylene (50 g, 0.8 mol) was transferred into the reactor. After being agitated and heated at 50° C. for 8 h, the product mixture was poured into ice water and the organic layer was separated. After drying with magnesium sulfate, the mixture was distilled to give low yield of ICF2CF2OSO2Cl (10 g), and a large amount of ICF2CF2Cl.

Workup

  1. temperatureThe reactor was cooled
  2. customevacuated
  3. customthe organic layer was separated
  4. dry with materialAfter drying with magnesium sulfate
  5. distillationthe mixture was distilled

Sources & evidence

ORD record
ord-87c8957fee884f55a2fc1a3c944be854
Source dataset
uspto-grants-2000_12
Patent number
US06166157

Reaction notes

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