Trichlorosilane → Nonafluorohexyltrichlorosilane

HRID 362680Notes

Reaction equation

HRID 362680 reaction equation
[F:1][C:2]([F:15])([C:5]([F:14])([F:13])[C:6]([F:12])([F:11])[C:7]([F:10])([F:9])[F:8])[CH:3]=[CH2:4].[Cl:16][SiH:17]([Cl:19])[Cl:18]>C1(C)C(C)=CC=CC=1>[F:1][C:2]([F:15])([C:5]([F:13])([F:14])[C:6]([F:11])([F:12])[C:7]([F:9])([F:8])[F:10])[CH2:3][CH2:4][Si:17]([Cl:19])([Cl:18])[Cl:16]

Participants

4

Reactant 2

HCID 24811TrichlorosilaneHCID 880543,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene2×

Product 1

HCID 11811026NonafluorohexyltrichlorosilaneYield 92%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
140 °C

Procedure

123 g (0.5 mol) of 3,3,4,4,5,5,6,6,6-nonafluorohexene and 76 g (0.5 mol) of trichlorosilane together with 0.34 g of CPC 072 (Pt(0)-divinyltetramethyldisiloxane in xylene; concentration Pt:3,3,4,4,5,5,6,6,6-nonafluorohexene=1:20,000) are charged to a 250 ml laboratory steel autoclave. The autoclave is closed and heated to 140° C. in an oil bath over 70 minutes. The exothermic reaction begins after about 8 minutes, the reaction mixture rising to 165° C. It is subsequently cooled, the reactor is emptied, and short-path distillation gives 176 g (0.46 mol) of 3,3,4,4,5,5,6,6,6-nonafluorohexyltrichlorosilane (yield: 90%, purity: >98 area % GC-TCD).

Workup

  1. customThe autoclave is closed
  2. customThe exothermic reaction
  3. customrising to 165° C
  4. temperatureIt is subsequently cooled
  5. distillationshort-path distillation

Sources & evidence

ORD record
ord-07ad0583edf445198a43619388cc663f
Source dataset
uspto-grants-1999_02
Patent number
US05869728

Reaction notes

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