Diphenyliodonium chloride → Iodonium, diphenyl-, hexafluoroarsenate(1-) (1:1)

HRID 1741761Notes

Reaction equation

HRID 1741761 reaction equation
[Cl-].[C:2]1([I+:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:15][As-:16]([F:21])([F:20])([F:19])([F:18])[F:17].[K+]>O>[F:15][As-:16]([F:21])([F:20])([F:19])([F:18])[F:17].[C:9]1([I+:8][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 73870Diphenyliodonium chlorideHCID 159810Potassium hexafluoroarsenate

Product 1

HCID 2737135Iodonium, diphenyl-, hexafluoroarsenate(1-) (1:1)Yield 47%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a hot solution (80° to 90° C.) of diphenyliodonium chloride (5.0 grams, 0.016 moles, obtained from Aldrich)in water (200 grams) was added a solution of potassium hexafluoroarsenate (4.3 grams, 0.019 moles, obtained from Pfaltz & Bauer)in water (34 grams). A white precipitate formed immediately. After stirring for 10 minutes, the solid was collected by suction filtration and then air dried to yield diphenyliodonium hexafluoroarsenate (4.4 grams, 47 percent yield). This crude product, which can be purified by recrystallization from acetone/ethanol, can also be used directly for reaction with a diphenyl sulfide polymer to form the corresponding sulfonium polymer.

Workup

  1. customA white precipitate formed immediately
  2. filtrationthe solid was collected by suction filtration
  3. customair dried

Sources & evidence

ORD record
ord-fd0296763269419e83ab741ad9138f13
Source dataset
uspto-grants-1994_08
Patent number
US05334699

Reaction notes

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