Hexachlorocyclopentadiene → 1,2,3,4,11,11,-Hexachloro-1,4,4a, 9a-tetrahydro-1,4-methanoanthracene-9,10-dione

HRID 46696

Reaktionsgleichung

Reaktionsgleichung von HRID 46696
[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]1(=[O:23])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15](=[O:22])[CH:14]=[CH:13]1>C1(C)C=CC=CC=1>[Cl:7][C:6]12[C:2]([Cl:11])([Cl:1])[C:3]([Cl:10])([CH:14]3[CH:13]1[C:12](=[O:23])[C:21]1[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:15]3=[O:22])[C:4]([Cl:9])=[C:5]2[Cl:8]

Komponenten

4

Edukt 2

HCID 6478HexachlorocyclopentadieneHCID 85301,4-Naphthoquinone

Produkt 1

HCID 203868841,2,3,4,11,11,-Hexachloro-1,4,4a, 9a-tetrahydro-1,4-methanoanthracene-9,10-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Hexachlorocyclopentadiene (60 g.), 1,4-naphthoquinone (31.6 g.), and 30 ml. of toluene were mixed, heated to reflux temperature, and maintained at this temperature for 4 hours. After cooling to room temperature and extracting the excess hexachlorocyclopentadiene with Skelly "B" solvent, the mixture solidified slowly. This crude brown solid was recrystallized repeatedly from benzene/Skelly "B" mix-solvent (70/30) to yield white crystals, m.p. 116°-118° C.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux temperature
  3. temperaturemaintained at this temperature for 4 hours
  4. extractionextracting the excess hexachlorocyclopentadiene with Skelly "B" solvent
  5. customThis crude brown solid was recrystallized repeatedly from benzene/Skelly "B" mix-solvent (70/30)
  6. customto yield white crystals, m.p. 116°-118° C.

Quellen und Nachweise

ORD-Eintrag
ord-cafff56eda074c7088cb899d4fcda43d
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04174457

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