Chlorodimethylsilane → Silane, trichloro(3,3,3-trifluoropropyl)-

HRID 2226974Notes

Reaction equation

HRID 2226974 reaction equation
[C:1]([CH2:5][CH2:6][Si:7]([Cl:10])([Cl:9])[Cl:8])([F:4])([F:3])[F:2].[SiH](Cl)(C)C>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:1]([CH2:5][CH2:6][Si:7]([Cl:10])([Cl:9])[Cl:8])([F:4])([F:3])[F:2].[C:1]([CH2:5][CH2:6][SiH:7]([Cl:9])[Cl:8])([F:4])([F:3])[F:2]

Participants

5

Reactant 2

HCID 66108ChlorodimethylsilaneHCID 68963Silane, trichloro(3,3,3-trifluoropropyl)-

Product 2

HCID 68963Silane, trichloro(3,3,3-trifluoropropyl)-HCID 57354963HCID 57354963, compound

Reagents, catalysts & solvents 1

HCID 70681Tetrabutylammonium ChlorideCatalyst

Procedure

2 moles CF3CH2CH2SiCl3, 3.5 moles Me2SiHCl, and 2.6 moles tetra(n-butyl)ammonium chloride were introduced into a flask and heated under reflux for 3 days with stirring. A mixture of chlorosilanes was then recovered by distillation in vacuo. According to analysis by gas chromatography, the main components of the reaction product were CF3CH2CH2SiCl3, CF3CH2CH2SiHCl2, Me2SiHCl, and Me2SiCl2. The CF3CH2CH2SiCl3 and CF3CH2CH2SiHCl2 fraction was isolated by distillation in vacuo. The CF3CH2CH2SiCl3 and CF3CH2CH2SiHCl2 mixture was placed in a flask, 5 g isopropanolic chloroplatinic acid solution (concentration=10%) was added, and, while stirring and heating to 50° C., CF3CH=CH2 gas was then continuously injected through a glass tube inserted into the liquid. Its addition was halted when the peak for CF3CH2CH2SiHCl2 had disappeared in gas chromoatographic analysis. (CF3CH2CH2)2SiCl2 (bp=128° C./20 mmHg) was then isolated by distillation in vacuo.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 3 days
  3. distillationwas then recovered by distillation in vacuo

Sources & evidence

ORD record
ord-37178f7523b0498c87fd7498fc4f60c0
Source dataset
uspto-grants-1994_09
Patent number
US05350824

Reaction notes

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