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Hydrogen Peroxide → 1,2-Epoxycyclooctane

HRID 67042
Notes
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Reaction equation

HRID 67042 reaction equation
OO.Cl[CH2:4][C:5]([C:7](Cl)(Cl)Cl)=[O:6].[CH:11]1[CH2:18][CH2:17]CCC[CH2:13][CH:12]=1.C(Cl)(Cl)Cl>O>[CH:4]12[O:6][CH:5]1[CH2:7][CH2:13][CH2:12][CH2:11][CH2:18][CH2:17]2
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 6212ChloroformHCID 136091-CycloocteneHCID 281882-Propanone, 1,1,1,3-tetrachloro-

Product 1

HCID 675131,2-EpoxycyclooctaneYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

There were added 13.68 parts of a 50% aqueous hydrogen peroxide to a refluxing mixture of 3.92 parts of tetrachloroacetone, 11.58 parts of cyclooctene and 149 parts of chloroform. Water was removed continuously as it was formed, over a period of 4 hours of heating. The removed water was then added to the reaction mixture. The organic phase was then separated from the aqueous phase. Based on VPC analysis there was obtained an 83% yield of cyclooctene oxide.

Workup

  1. customWater was removed continuously as it
  2. customwas formed, over a period of 4 hours
  3. temperatureof heating
  4. customThe organic phase was then separated from the aqueous phase

Sources & evidence

ORD record
ord-07e7b8d911554e5d89dde51561daed3a
Source dataset
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04344887

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes