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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881405Generated: November 2, 2026

Azobisisobutyronitrile → 1-Bromo-4-(bromomethyl)-2-fluorobenzene

https://huagongshe.com/reaction/1881405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant4-Bromo-3-fluorotolueneHCID 573280—
SolventDichloromethaneHCID 6344—
Product1-Bromo-4-(bromomethyl)-2-fluorobenzeneHCID 11666176—

Reaction Steps

A mixture of 4-bromo-3-fluorotoluene (39.4 g, 0.21 mol), NBS (38.1 g, 0.22 mol) and AIBN (5 g, 0.03 mol) in 250 mL CH2Cl2 was heated at reflux for 6 h. After cooling to room temperature, the reaction mixture was filtered, and the filtrate was washed with water, brine, and concentrated under vacuum to afford 1-bromo-4-(bromomethyl)-2-fluorobenzene, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318767B2
Source datasetuspto-grants-2012_11
ORD IDord-f675da05961e4f23a556e5de8d10a3e4
Source noteuspto-grants-2012_11