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Nitric Acid → HCID 10866447, compound

HRID 1462123
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Reaction equation

HRID 1462123 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]([F:9])=[CH:7][CH3:8].[FH:10]>>[CH3:8][CH:7]([N+:1]([O-:4])=[O:2])[C:6]([F:10])([F:9])[F:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 14917Hydrofluoric AcidHCID 5211311,1-Difluoropropene

Product 1

HCID 10866447HCID 10866447, compoundYield 86%

Procedure

1400 ml of hydrogen fluoride (anhydrous) and 320 g of nitric acid (concentrated) were initially introduced into a stirred steel autoclave and cooled to -30° to -40° C. 390 g (5 mol) of 1,1-difluoropropene were passed in at this temperature. The reaction mixture was allowed to warm up to room temperature, was further stirred for 6 hours, and was then poured onto 2 kg of ice. The aqueous phase was extracted three times with 250 ml of dichloromethane and the combined organic phases were washed neutral with NaHCO3 solution and water, dried with MgSO4 and distilled. After the solvent and first runnings (25 g; boiling range: 43°-98° C.) had been separated off, 615 g (=86% of theory) of 1-methyl-2,2,2-trifluoronitroethane [=1-(trifluoromethyl)nitroethane] were obtained; boiling point 98° to 100° C.; nD20 : 1.3380. ##STR17##

Workup

  1. temperaturecooled to -30° to -40° C
  2. extractionThe aqueous phase was extracted three times with 250 ml of dichloromethane
  3. washthe combined organic phases were washed neutral with NaHCO3 solution and water
  4. dry with materialdried with MgSO4
  5. distillationdistilled
  6. customAfter the solvent and first runnings (25 g; boiling range: 43°-98° C.) had been separated off

Sources & evidence

ORD record
ord-56dec003665a4dd59f8c99b3039cf5e7
Source dataset
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04459151

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes