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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448176Generated: October 29, 2026

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

https://huagongshe.com/reaction/448176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant4-Bromo-3-fluorotolueneHCID 573280—
Solvent(Trifluoromethyl)benzeneHCID 7368—
Product1-Bromo-4-(bromomethyl)-2-fluorobenzeneHCID 1166617677%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 1-bromo-2-fluoro-4-methylbenzene (2.5 g, 13.3 mmol) in trifluoromethyl benzene (25 mL) was a mixture of NBS (2.35 g, 13.3 mmol) and AIBN (945 mg, 6.7 mmol) in five portions at 85° C. for 30 min. The mixture was stirred at 85° C. for 3 h. The insoluble was filtered off and the filtrate was evaporated to afford 1-bromo-4-(bromomethyl)-2-fluorobenzene (2.7 g, 77%) as light yellow oil, which was used directly for next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481590B2
Source datasetuspto-grants-2013_07
ORD IDord-8d87e0cfbc0f4f74b7b3ac61393b2ece
Source noteuspto-grants-2013_07