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

HRID 1439229

Reaction equation

HRID 1439229 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 tertbutyl-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-2a21d1534a74403299dc9e7dd691cf3f
Source dataset
uspto-grants-1977_11
Patent number
US04058568

Linked notes

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