Sodium Sulfite → Sodium 1,1,2,2,3,3,4,4,4-nonafluoro-1-butanesulfinate
Reaction equation
[C:1]([S:14](F)(=[O:16])=[O:15])([C:4]([C:7]([C:10]([F:13])([F:12])[F:11])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2].[O-]S([O-])=O.[Na+:22].[Na+].C([O-])(O)=O.[Na+].FC(F)(S([O-])(=O)=O)C(F)(F)C(F)(F)C(F)(F)F.[Na+]>CCO>[F:3][C:1]([F:2])([S:14]([O-:16])=[O:15])[C:4]([F:5])([F:6])[C:7]([F:9])([F:8])[C:10]([F:13])([F:12])[F:11].[Na+:22]Participants
Conditions
- Temperature
- 60 °C
Procedure
A three necked 500 ml reaction flask, equipped with a reflux condenser, a stirrer, a thermometer and a heating mantle was charged with 30.2 g of C4F9SO2F (0.1 moles), 15.1 g Na2SO3 (0.12 moles), 16.8 g NaHCO3 (0.2 moles), 50 g EtOH and 50 g DI-water. The reaction mixture was degassed 3 times using nitrogen and aspirator vacuum. The mixture was then heated to 60° C. under a nitrogen atmosphere for 16 hours. A slightly yellow reaction mixture with a pH of 6.5 was obtained. EtOH was stripped off under reduced pressure using an aspirator vacuum (20 torr and temperature between 60-85° C.) and the temperature was kept below 110° C. in order to avoid thermal decomposition of the sulfinate product. 19F analysis indicated a yield of 65% sodium perfluorobutyl sulfinate and 25% sodium perfluorobutyl sulfonate.
Workup
- customA three necked 500 ml reaction flask
- customequipped with a reflux condenser, a stirrer
- customThe reaction mixture was degassed 3 times
- customA slightly yellow reaction mixture with a pH of 6.5 was obtained
- customan aspirator vacuum (20 torr and temperature between 60-85° C.)
- customwas kept below 110° C. in order
Sources & evidence
- ORD record
- ord-3ff024aa334849edbe9ba11293eb891e
- Source dataset
- uspto-grants-2002_10
- Patent number
- US06462228B1
Reaction notes
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