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Chlorodimethylphenylsilane → Methanesulfonic acid, trifluoro-, dimethylphenylsilyl ester

HRID 55560
Notes
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Reaction equation

HRID 55560 reaction equation
[C:1]1([Si:7](Cl)([CH3:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:11][C:12]([F:18])([F:17])[S:13]([OH:16])(=[O:15])=[O:14]>>[O:16]([Si:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([CH3:9])[CH3:8])[S:13]([C:12]([F:18])([F:17])[F:11])(=[O:15])=[O:14]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 13029ChlorodimethylphenylsilaneHCID 62406Trifluoromethanesulfonic acid

Product 1

HCID 13495210Methanesulfonic acid, trifluoro-, dimethylphenylsilyl ester

Procedure

Phenyldimethylsilyl triflate was prepared by cooling 5 ml of phenyldimethylsilyl chloride to a temperature between 0° and 5° C., and then adding 4.2 ml of trifluoromethanesulfonic acid in a dropwise fashion over a period of about 30 minutes. The resulting mixture was then stirred at a temperature of between 0° and 5° C. for about 6 hours, and subsequently left to stand, with cooling, overnight. The resulting preparation could be used without any further purification.

Workup

  1. waitsubsequently left
  2. temperaturewith cooling, overnight
  3. customThe resulting preparation
custom
could be used without any further purification

Sources & evidence

ORD record
ord-82c055ede3b8434391daf6d94e2caf7f
Source dataset
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05625078

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes