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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679334Generated: October 25, 2026

Hexachlorocyclopentadiene → 1,2,3,4,9,9-Hexachloro-1,4,4a,8a-tetrahydro-6-methyl-1,4-methanonaphthalene-5,8-dione

https://huagongshe.com/reaction/1679334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexachlorocyclopentadieneHCID 6478—
ReactantMethyl-1,4-benzoquinoneHCID 11122—
SolventTolueneHCID 1140—
Product1,2,3,4,9,9-Hexachloro-1,4,4a,8a-tetrahydro-6-methyl-1,4-methanonaphthalene-5,8-dioneHCID 20300615—

Reaction Steps

To a mixture of methyl-p-benzoquinone (60 g.), and hexachlorocyclopentadiene (140 g.), was added 20 ml. of toluene. This reaction mixture was then heated at 130°-140° C. for 3 hours. Upon cooling to room temperature the mixture solidified. This solid was washed with Skelly "B" solvent several times on a Buchner funnel and recrystallized from a Skelly "B"-benzene mixed solvent (20/80). Pale yellow crystals were obtained, m.p. 163°-165° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04080408
Source datasetuspto-grants-1978_03
ORD IDord-7985eacbc7994ad6b484ff0ec326e4a2
Source noteuspto-grants-1978_03