Perfluorobutane-1,4-disulfonic acid potassium salt → Bis(tris(4-t-butylphenyl)sulfonium) perfluorobutane-1,4-disulfonate

HRID 2111497Notes

Reaction equation

HRID 2111497 reaction equation
[K+].[F:2][C:3]([F:21])([S:17]([O-:20])(=[O:19])=[O:18])[C:4]([F:16])([F:15])[C:5]([F:14])([F:13])[C:6]([F:12])([F:11])[S:7]([O-:10])(=[O:9])=[O:8].[K+].[O-]S(C(F)(F)F)(=O)=O.[C:31]([C:35]1[CH:40]=[CH:39][C:38]([S+:41]([C:52]2[CH:57]=[CH:56][C:55]([C:58]([CH3:61])([CH3:60])[CH3:59])=[CH:54][CH:53]=2)[C:42]2[CH:47]=[CH:46][C:45]([C:48]([CH3:51])([CH3:50])[CH3:49])=[CH:44][CH:43]=2)=[CH:37][CH:36]=1)([CH3:34])([CH3:33])[CH3:32]>O.CO>[F:12][C:6]([F:11])([S:7]([O-:10])(=[O:9])=[O:8])[C:5]([F:14])([F:13])[C:4]([F:15])([F:16])[C:3]([F:2])([F:21])[S:17]([O-:20])(=[O:18])=[O:19].[C:31]([C:35]1[CH:40]=[CH:39][C:38]([S+:41]([C:42]2[CH:47]=[CH:46][C:45]([C:48]([CH3:51])([CH3:50])[CH3:49])=[CH:44][CH:43]=2)[C:52]2[CH:57]=[CH:56][C:55]([C:58]([CH3:60])([CH3:61])[CH3:59])=[CH:54][CH:53]=2)=[CH:37][CH:36]=1)([CH3:32])([CH3:33])[CH3:34].[C:31]([C:35]1[CH:40]=[CH:39][C:38]([S+:41]([C:42]2[CH:47]=[CH:46][C:45]([C:48]([CH3:51])([CH3:50])[CH3:49])=[CH:44][CH:43]=2)[C:52]2[CH:57]=[CH:56][C:55]([C:58]([CH3:60])([CH3:61])[CH3:59])=[CH:54][CH:53]=2)=[CH:37][CH:36]=1)([CH3:32])([CH3:33])[CH3:34]

Participants

5

Reactant 2

HCID 14384439Perfluorobutane-1,4-disulfonic acid potassium saltHCID 16216935Tris(4-tert-butylphenyl)sulfonium

Product 1

HCID 87388084Bis(tris(4-t-butylphenyl)sulfonium) perfluorobutane-1,4-disulfonate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Perfluorobutane-1,4-disulfonic acid potassium salt (0.1887 g) in 2 ml water was added to a solution of tris(4-t-butylphenyl)sulfonium triflate (0.5000 g) in 1.14 g methanol and stirred for 1 hour. This solution was then extracted with chloroform (7 mL). The chloroform layer was washed several times with distilled water and stripped of solvent, and the residue dried under high vacuum. This oil was then recrystallized two times from a mixture of diethyl ether and methylene chloride and the crystals dried at 45° C. overnight under vacuum to give after drying 0.34 g of material.

Workup

  1. extractionThis solution was then extracted with chloroform (7 mL)
  2. washThe chloroform layer was washed several times with distilled water
  3. customthe residue dried under high vacuum
  4. customThis oil was then recrystallized two times
  5. additionfrom a mixture of diethyl ether and methylene chloride
  6. customthe crystals dried at 45° C. overnight under vacuum
  7. customto give
  8. dry with materialafter drying 0.34 g of material

Sources & evidence

ORD record
ord-942306483781432c81bf3d092e84111e
Source dataset
uspto-grants-2009_04
Patent number
US07521170B2

Reaction notes

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