Water → HCID 15919150, compound

HRID 1195019Notes

Reaction equation

HRID 1195019 reaction equation
[Cl-:1].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]([CH3:14])([CH2:8][CH2:9][C:10](Cl)([CH3:12])[CH3:11])[CH3:7].O.[Cl-].[Ca+2].[Cl-].[Cl:19][C:20]([Cl:22])=[CH2:21]>>[Cl:19][C:20]([Cl:1])([Cl:22])[CH2:21][C:10]([CH3:12])([CH3:11])[CH2:9][CH2:8][C:6]([Cl:5])([CH3:14])[CH3:7]

Participants

6

Reactant 5

HCID 962WaterHCID 6366Vinylidene chlorideHCID 80360Hexane, 2,5-dichloro-2,5-dimethyl-HCID 5284359Calcium ChlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 15919150HCID 15919150, compound

Conditions

Temperature
0 °C

Procedure

At 0° C. under agitation, 3.75 g of aluminum chloride is added in portions within 45 minutes to a thoroughly stirred suspension of 54.9 g of 2,5-dichloro-2,5-dimethylhexane in 135 ml of 1,1-dichloroethylene. The reaction mixture is then stirred for another 100 minutes at 0° C. and combined with 10 ml of water and 20 g of anhydrous calcium chloride. The mixture is then filtered and the excess 1,1-dichloroethylene removed under vacuum. Yield: 88.4 g of a viscous oil from which, by solid-matter distillation, 17.5 g of 2,5-dichloro-2,5-dimethylhexane is recovered. The residue is distilled, thus obtaining 34.3 g of 1,1,1,6-tetrachloro-3,3,6-trimethylheptane as a slightly yellow oil, boiling point 79°-80° C. under 0.5 mbar.

Workup

  1. filtrationThe mixture is then filtered
  2. customthe excess 1,1-dichloroethylene removed under vacuum
  3. distillationYield: 88.4 g of a viscous oil from which, by solid-matter distillation, 17.5 g of 2,5-dichloro-2,5-dimethylhexane
  4. customis recovered
  5. distillationThe residue is distilled

Sources & evidence

ORD record
ord-c383103f8b144606b69d593e242130a2
Source dataset
uspto-grants-1989_03
Patent number
US04816602

Reaction notes

Loading…