Reaktion #74961

Reaktionsgleichung

hexachlorocyclopentadiene

p-benzoquinone

→

1,2,3,4,9,9-hexachloro-1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione

Ausbeute 64.0%

Lösungsmittel

toluene

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA mixture of 54.6 g
2. 2
   Temperaturrefluxed gently
3. 3
   Sonstigecompletion of the reaction
4. 4
   Waschenrinsed with absolute ethanol
5. 5
   Sonstigedried on the funnel
6. 6
   Sonstigecrystallized from ethanol
7. 7
   Sonstigeof bright yellow dense crystals were obtained
8. 8
   Sonstigem.p. 189°-193° C. (reported 188° C.)

Vorschrift

A mixture of 54.6 g. (0.2 mole) of hexachlorocyclopentadiene, 21.6 g. (0.2 mole) of p-benzoquinone, and 10 ml. of toluene were placed in a 125 ml. round bottom flask and heated for three hours so that the toluene refluxed gently. At the end of this period the reaction mixture suddenly solidified completely, indicating completion of the reaction. The crude product was bright yellow. The damp material was transferred to a Buchner funnel, rinsed with absolute ethanol, dried on the funnel, and crystallized from ethanol. 49 g. of bright yellow dense crystals were obtained, m.p. 189°-193° C. (reported 188° C.). The yield was 64%.

Quelle