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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610250Generated: November 2, 2026

Azobisisobutyronitrile → 1-(Bromomethyl)-3-(1,1,2,2-tetrafluoroethoxy)benzene

https://huagongshe.com/reaction/1610250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantBenzene, 1-methyl-3-(1,1,2,2-tetrafluoroethoxy)-HCID 74438—
SolventCarbon TetrachlorideHCID 5943—
Product1-(Bromomethyl)-3-(1,1,2,2-tetrafluoroethoxy)benzeneHCID 11460378—

Reaction Steps

A solution of 3-(1,1,2,2-tetrafluoroethoxy)toluene (6.70 g, 32.2 mmol), N-bromosuccinimide (5.73 g, 32.2 mmol) and 2,2′-azobis(isobutyronitrile) (10 mg) in carbon tetrachloride (30 ml) was heated under reflux for 0.5 hr. After cooling the reaction solution to room-temperature, the white precipitate was removed by filtration and the precipitate was washed with diethyl ether. The solvent of the collected filtrate was evaporated under reduced pressure to give a crude product of 3-(1,1,2,2-tetrafluoroethoxy)benzyl bromide as a pale-yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06982348B2
Source datasetuspto-grants-2006_01
ORD IDord-1126f238912f4ed19f20cbc8ccc33113
Source noteuspto-grants-2006_01