Hexachloroethane → HCID 20541564, compound

HRID 1089585

Reaction equation

HRID 1089585 reaction equation
[Cl:1][CH:2](Cl)[C:3]1C=[CH:7][CH:6]=[C:5](CCl)[CH:4]=1.ClC(Cl)=C(Cl)Cl.[Cl:18][C:19]([Cl:25])([Cl:24])[C:20](Cl)(Cl)Cl.[OH-].[K+]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCC.O>[Cl:18][C:19]([Cl:25])([Cl:24])[C:20]1[C:3]([CH2:2][Cl:1])=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 6214HexachloroethaneHCID 14797Potassium HydroxideHCID 31373TetrachloroethyleneHCID 12241574HCID 12241574, compound

Product 1

HCID 20541564HCID 20541564, compoundYield 85.2%

Reagents, catalysts & solvents 2

HCID 8152Dodecyltrimethylammonium chlorideCatalystHCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

α,α,α'-Trichloro-m-xylene (22.5 grams, 93.2% a.i., 0.1 moles) was dissolved in 18 mls. of tetrachloroethylene. Hexachloroethane (59.2 grams, 0.25 moles), potassium hydroxide (12.8 grams, 87.7%, 0.2 moles), water (2.13 grams), and dodecyltrimethylammonium chloride (0.255 grams, 0.001 moles) were added. The mixture was heated at 75° C. for 2.5 hours with good stirring. The reaction was quenched with 30 mls. of water and 18 mls tetrachloroethylene. The organic phase was separated and washed with water. The excess solvent and hexachloroethane were distilled off to give an 85.2% yield of α,α,α,α'-tetrachloroxylene with a purity of 84%.

Workup

  1. dissolution, 0.1 moles) was dissolved in 18 mls
  2. customThe reaction was quenched with 30 mls
  3. customThe organic phase was separated
  4. washwashed with water
  5. distillationThe excess solvent and hexachloroethane were distilled off

Sources & evidence

ORD record
ord-6580e92b726c4f0bb5b585fe2ca38b3a
Source dataset
uspto-grants-1990_10
Patent number
US04966988

Linked notes

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