Hexachlorocyclopentadiene → 6-Tert-butyl-1,2,3,4,9,9-hexachloro-1,4,4a,8a-tetrahydro-1,4methanonaphthalene-5,8-dione

HRID 46685

Reaction equation

HRID 46685 reaction equation
[Cl:1][C:2]1([Cl:11])[C:6]([Cl:7])=[C:5]([Cl:8])[C:4]([Cl:9])=[C:3]1[Cl:10].[C:12]([C:16]1[C:17](=[O:23])[CH:18]=[CH:19][C:20](=[O:22])[CH:21]=1)([CH3:15])([CH3:14])[CH3:13]>C1(C)C=CC=CC=1>[C:12]([C:16]1[C:17](=[O:23])[CH:18]2[CH:19]([C:20](=[O:22])[CH:21]=1)[C:3]1([Cl:10])[C:2]([Cl:11])([Cl:1])[C:6]2([Cl:7])[C:5]([Cl:8])=[C:4]1[Cl:9])([CH3:15])([CH3:13])[CH3:14]

Participants

4

Reactant 2

HCID 6478HexachlorocyclopentadieneHCID 19211tert-Butyl-1,4-benzoquinone

Product 1

HCID 203006266-Tert-butyl-1,2,3,4,9,9-hexachloro-1,4,4a,8a-tetrahydro-1,4methanonaphthalene-5,8-dione

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Hexachlorocyclopentadiene, 40 g., and 15.4 g. of tert-butyl-p-benzoquinone were dissolved in 300 ml. of toluene and refluxed for four hours. The solution solidified upon cooling to room temperature. The solid was washed with methanol and recrystallized from benzene. Yellow crystals were obtained melting at 124°-125° C.

Workup

  1. washThe solid was washed with methanol
  2. customrecrystallized from benzene
  3. customYellow crystals were obtained melting at 124°-125° C.

Sources & evidence

ORD record
ord-33984a9f0bc7469b92c1d7e96b01d0d9
Source dataset
uspto-grants-1979_11
Patent number
US04174457

Linked notes

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