Hydrochloric Acid → Di(tetrachlorophenyl)tetrachlorocyclopentadiene

HRID 1415487

Reaction equation

HRID 1415487 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[C:4]([Cl:9])[C:3]=1[Cl:10].Cl[C:12]1(Cl)[C:16]([Cl:17])=[C:15]([Cl:18])[C:14]([Cl:19])=[C:13]1[Cl:20].[Cl-:22].[Al+3].[Cl-:24].[Cl-:25].[ClH:26]>>[Cl:1][C:2]1[C:3]([Cl:10])=[C:4]([Cl:9])[C:5]([Cl:8])=[C:6]([C:12]2([C:2]3[CH:7]=[C:6]([Cl:22])[C:5]([Cl:24])=[C:4]([Cl:25])[C:3]=3[Cl:26])[C:13]([Cl:20])=[C:14]([Cl:19])[C:15]([Cl:18])=[C:16]2[Cl:17])[CH:7]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 6478HexachlorocyclopentadieneHCID 124631,2,3,4-TetrachlorobenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 54039303Di(tetrachlorophenyl)tetrachlorocyclopentadiene

Procedure

A mixture of 1,2,3,4-tetrachlorobenzene, 130 grams (0.6 mole), hexachlorocyclopentadiene, 65 grams (0.24 mole), and aluminum chloride, 5 grams, was heated on a steam bath at 75°-90° centigrade until the evolution of hydrogen chloride stopped and the reaction mixture solidified. The purple solid was triturated with acetone to dissolve the aluminum chloride, filtered, washed with acetone and dried to give a tan, solid product.

Workup

  1. customThe purple solid was triturated with acetone
  2. dissolutionto dissolve the aluminum chloride
  3. filtrationfiltered
  4. washwashed with acetone
  5. customdried
  6. customto give a tan, solid product

Sources & evidence

ORD record
ord-b9208cc0342340e587b3093fb7374cf0
Source dataset
uspto-grants-1977_01
Patent number
US04005153

Linked notes

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