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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1291576Generated: October 25, 2026

Carbon tetrabromide → 5-(2,2-Dibromoethenyl)-2,2'-bithiophene

https://huagongshe.com/reaction/1291576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant[2,2'-Bithiophene]-5-carboxaldehydeHCID 364428—
Reactant5-Formyl-2,2'-bithiophene dichloromethaneHCID 86750360—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
Product5-(2,2-Dibromoethenyl)-2,2'-bithiopheneHCID 13113977—

Reaction Steps

0.55 g of 5-formyl-2,2'-bithiophene was dissolved in 10 ml of dichloromethane. 1.95 g of PPh3 and 1.23 g of CBr4 were dissolved in 40 ml of dichloromethane and mixed with the 5-formyl-2,2'-bithiophene/dichloromethane solution under nitrogen gas atmosphere at 0° C. After the mixture was stirred for 1 hour and 10 ml of n-hexane was added to precipitate the triphenyl-phosphine oxide. And the reaction solution was filtered. Further, 100 ml of n-hexane was then added into the solution and the yellowish solid was obtained. The solid was further purified by column chromatography and crystallized with ethanol. The crystal product was thus obtained and the melting point thereof was 112°-113° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753692
Source datasetuspto-grants-1998_05
ORD IDord-aaf308b26b4341b194b4671fb63e979e
Source noteuspto-grants-1998_05