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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257255Generated: October 26, 2026

Azobisisobutyronitrile → 1-(Bromomethyl)-3-fluoro-5-nitrobenzene

https://huagongshe.com/reaction/1257255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant1-Fluoro-3-methyl-5-nitrobenzeneHCID 15065244—
Solvent(Trifluoromethyl)benzeneHCID 7368—
Product1-(Bromomethyl)-3-fluoro-5-nitrobenzeneHCID 6477054563%

Reaction Conditions

Temperature105 °C

Reaction Steps

A solution of 3-fluoro-5-nitrotoluene (1.0 g, 6.45 mmol) in trifluorotoluene (15 ml) was treated with NBS (1.721 g, 9.67 mmol) and AIBN (0.212 g, 1.289 mmol) and heated at 105° C. overnight. The mixture was cooled to RT, the solids removed via filtration and the filtrate concentrated to dryness to afford 1-(bromomethyl)-3-fluoro-5-nitrobenzene (95 mg, 63% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461179B1
Source datasetuspto-grants-2013_06
ORD IDord-21644d9dcee14c22b801c8368da4163d
Source noteuspto-grants-2013_06