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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273973Generated: October 25, 2026

Diethyl Ether → HCID 178419089, compound

https://huagongshe.com/reaction/273973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPentafluorobenzeneHCID 9696—
ReactantCID 53628100HCID 178418400—
SolventHexaneHCID 8058—
ProductHCID 178419089HCID 178419089—

Reaction Conditions

Temperature-65 °C

Reaction Steps

Inside of a 100 ml volume glass three-neck flask equipped with a 50 ml volume glass dropping funnel, temperature resistor and septum rubber was sufficiently replaced with nitrogen. Into the flask, 5 g (29.8 mmol) of pentafluorobenzene and 30 ml of diethyl ether were charged, of which solution was cooled to -65° C. Thereafter, 12.3 g (29.8 mmol) of 16.1 wt. % hexane solution of sec-butyllithium charged into the dropping funnel were added dropwise while making the inner temperature not to exceed -55° C. After the completion of dropwise addition, the reaction mixture was kept at a temperature of -65°~-55° C. with stirring to give pentafluorophenyllithium. The yield of pentafluorobenzoic acid obtained by blowing of carbon dioxide into the prepared solution of pentafluorophenyllithium was 96.8% by means of gas chromatographic quantitative determination.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05387727
Source datasetuspto-grants-1995_02
ORD IDord-fe38548d76074eefa9690be6358af741
Source noteuspto-grants-1995_02