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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 436588Generated: October 26, 2026

Quinone → 1,2,3,4,9,9-Hexabromo-1,4-dihydro-1,4-methanonaphthalene-5,8-diol

https://huagongshe.com/reaction/436588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantQuinoneHCID 4650—
Reactant1,2,3,4,5,5-Hexabromocyclopenta-1,3-dieneHCID 281293—
SolventTolueneHCID 1140—
Product1,2,3,4,9,9-Hexabromo-1,4-dihydro-1,4-methanonaphthalene-5,8-diolHCID 20300630—

Reaction Steps

A mixture of benzoquinone, 10.8 g. toluene (40 ml) and 1,2,3,4,5,5-hexabromo-1,3-cyclopentadiene (60 g.) was heated to reflux temperature and refluxed for four hours. At the end of this reaction period a dark solid had formed. This solid was placed on a Buchner funnel and washed with Skelly B solvent and a small amount of methanol. The solid was then recrystallized from benzene and white crystals were obtained, m.p. 204°-206° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04009200
Source datasetuspto-grants-1977_02
ORD IDord-e4d9c02299a5435d896362f0468553d4
Source noteuspto-grants-1977_02