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Benzene → HCID 20510805, compound

HRID 1758180
Notes
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Reaction equation

HRID 1758180 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 241BenzeneHCID 6422Trifluoroacetic acidHCID 62406Trifluoromethanesulfonic acidHCID 12951084HCID 12951084, compound

Product 1

HCID 20510805HCID 20510805, compoundYield 73.1%

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-19e497c171f14379bc3468eb42d0b3a5
Source dataset
uspto-grants-1983_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04371710

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes