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Chlorotrifluoroethylene → 4-Chloro-3-methyl-4,5,5-trifluorocyclohexene

HRID 613800
Notes
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Reaction equation

HRID 613800 reaction equation
[Cl:1][C:2]([F:6])=[C:3]([F:5])[F:4].[CH2:7]=[CH:8][CH:9]=[CH:10][CH3:11]>>[Cl:1][C:2]1([F:6])[C:3]([F:5])([F:4])[CH2:7][CH:8]=[CH:9][CH:10]1[CH3:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 6594ChlorotrifluoroethyleneHCID 15301Penta-1,3-diene

Product 1

HCID 195936854-Chloro-3-methyl-4,5,5-trifluorocyclohexeneYield 52%

Procedure

A flow reactor equipped with dual tubes having 20 mm of inner diameter of the outer tube, 16 mm of outer diameter of the inner tube, and 60 cm of length of the tubes was employed. The temperature in the reactor was kept at 520° C. Chlorotrifluoroethylene (CTFE), 1,3-pentadiene and nitrogen gas were continuously injected into the flow reactor at the rates of 36.1 g/hr, 20.4 g/hr, and 0.4 mol/hr, respectively, and the vapor phase condensation was carried out for 1 hour. Then, 4.7 g of unreacted chlorotrifluoroethylene (CTFE) was recovered. The resultant was purified by steam distillation, and then the water layer was removed to give 32.1 g of the mixture (GC%=52%).

Workup

  1. customA flow reactor equipped with dual tubes
  • customwas kept at 520° C
  • customrespectively, and the vapor phase condensation
  • customThen, 4.7 g of unreacted chlorotrifluoroethylene (CTFE) was recovered
  • distillationThe resultant was purified by steam distillation
  • customthe water layer was removed
  • Sources & evidence

    ORD record
    ord-56e97af30ff44b729c8c1d17932aef13
    Source dataset
    uspto-grants-1999_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06008407

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes