Benzene → HCID 20510805, compound

HRID 2285862Notes

Reaction equation

HRID 2285862 reaction equation
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.FC(F)(F)C(O[I:12](OC(=O)C(F)(F)F)[C:13]([F:43])([F:42])[C:14]([F:41])([F:40])[C:15]([F:39])([F:38])[C:16]([F:37])([F:36])[C:17]([F:35])([F:34])[C:18]([F:33])([F:32])[C:19]([F:31])([F:30])[C:20]([F:29])([F:28])[C:21]([F:27])([F:26])[C:22]([F:25])([F:24])[F:23])=O.FC(F)(F)C(O)=O.[F:60][C:61]([F:67])([F:66])[S:62]([OH:65])(=[O:64])=[O:63]>>[F:60][C:61]([F:67])([F:66])[S:62]([O-:65])(=[O:64])=[O:63].[F:26][C:21]([F:27])([C:22]([F:23])([F:24])[F:25])[C:20]([F:28])([F:29])[C:19]([F:31])([F:30])[C:18]([F:32])([F:33])[C:17]([F:35])([F:34])[C:16]([F:37])([F:36])[C:15]([F:39])([F:38])[C:14]([F:41])([F:40])[C:13]([F:43])([F:42])[I+:12][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Procedure

0.92 ml (10 mmol) of benzene was added to a mixture of 6.0 g (6.9 mmol) of di(trifluoroacetoxy)iodoheneicosafluoro-n-decane and 32 ml of trifluoroacetic acid under cooling in an ice bath with stirring, and then 0.61 ml (6.9 mmol) of trifluoromethanesulfonic acid was added dropwise thereto. After completion of the addition, the mixture was stirred for 1.5 hours and the solvent was distilled off to obtain a crystalline solid. The solid was washed with hot chloroform to obtain 4.4 g of heneicosafluoro-n-decylphenyliodonium trifluoromethanesulfonate. Yield, 73%. Melting Point 162°-166° C.

Workup

  1. temperatureunder cooling in an ice bath
  2. additionAfter completion of the addition
  3. stirringthe mixture was stirred for 1.5 hours
  4. distillationthe solvent was distilled off
  5. customto obtain a crystalline solid
  6. washThe solid was washed with hot chloroform

Sources & evidence

ORD record
ord-1075f4cadd8f4fc1be8acac612981571
Source dataset
uspto-grants-1982_04
Patent number
US04324741

Reaction notes

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