3-Methyl-2-butanone → 2-Methyl-2-(trifluoromethylthio)butan-3-one

HRID 1578553Notes

Reaction equation

HRID 1578553 reaction equation
[CH3:1][CH:2]([CH3:6])[C:3](=[O:5])[CH3:4].[F:7][C:8]([F:12])([F:11])[S:9]Cl>>[F:7][C:8]([F:12])([F:11])[S:9][C:2]([CH3:6])([CH3:1])[C:3](=[O:5])[CH3:4].[F:7][C:8]([F:12])([F:11])[S:9][CH2:4][C:3](=[O:5])[CH:2]([CH3:6])[CH3:1]

Participants

4

Reactant 2

HCID 112513-Methyl-2-butanoneHCID 67900Methanesulfenyl chloride, trifluoro-

Product 2

HCID 131173002-Methyl-2-(trifluoromethylthio)butan-3-oneHCID 215594423-Methyl-1-(trifluoromethylthio)-2-butanone

Procedure

Using the method described in Example 3, 3-methyl-2-butanone was reacted with trifluoromethanesulfenyl chloride to provide a reaction product which was distilled. The product had a boiling point of 51° to 84°C/48 mm. Vapor phase chromatography of this distillate showed two products to be present in major quantities. Fractional distillation of this product provided 3-trifluoromethylthio-3-methyl-2-butanone, b.p. 68°C/54 mm Hg and 1-trifluoromethylthio-3-methyl-2-butanone, b.p. 84°C/54 mm Hg. The structures of these compounds were determined by spectral and elemental analyses.

Workup

  1. customto provide a reaction product which
  2. distillationwas distilled
  3. distillationFractional distillation of this product

Sources & evidence

ORD record
ord-655b990785894830af7408fd88cf9762
Source dataset
uspto-grants-1976_02
Patent number
US03937738

Reaction notes

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