Thionyl Chloride → HCID 21435766, compound

HRID 2397515Notes

Reaction equation

HRID 2397515 reaction equation
[Cl:1][C:2]([Cl:10])([Cl:9])[CH:3]([OH:8])[CH2:4][C:5]([CH3:7])=[CH2:6].[S:11](Cl)([Cl:13])=[O:12]>>[Cl:13][S:11]([O:8][CH:3]([CH2:4][C:5]([CH3:7])=[CH2:6])[C:2]([Cl:10])([Cl:9])[Cl:1])=[O:12]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 913911,1,1-Trichloro-4-methylpent-4-en-2-ol

Product 1

HCID 21435766HCID 21435766, compound

Procedure

To 20.35 g of 1,1,1-trichloro-2-hydroxy-4-methyl-4-pentene was added 23.8 g of thionyl chloride. The resulting solution was heated at 80°-90° for one hour. After cooling, the excess thionyl chloride was removed under reduced pressure. The residue was fractionally distilled. A fraction weighing 5.9 g; bp, 100°/2.8 mm, was analyzed by vapor phase chromatography and mass spectrometry. The major component of the fraction was identified as 1,1,1-trichloro-4-methyl-4-penten-2-yl chlorosulfinate.

Workup

  1. temperatureThe resulting solution was heated at 80°-90° for one hour
  2. temperatureAfter cooling
  3. customthe excess thionyl chloride was removed under reduced pressure
  4. distillationThe residue was fractionally distilled
  5. custombp, 100°/2.8 mm

Sources & evidence

ORD record
ord-30f2c83e23604777840a2c5cf40a20f2
Source dataset
uspto-grants-1977_05
Patent number
US04022672

Reaction notes

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