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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383362Generated: November 1, 2026

3,5-Dimethylchlorobenzene → 1-(Bromomethyl)-3-chloro-5-methylbenzene

https://huagongshe.com/reaction/1383362

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-DimethylchlorobenzeneHCID 32887—
ReactantN-bromobutanimideHCID 67184—
CatalystAzobisisobutyronitrileHCID 6547—
SolventCarbon TetrachlorideHCID 5943—
Product1-(Bromomethyl)-3-chloro-5-methylbenzeneHCID 1237554981.5%

Reaction Steps

A solution of 5-chloro-m-xylene (14.06 g; 0.1 mol), NBS (17.8 g; 0.1 mol) and AIBN (1.1 g; 6.7 mmol) in CCl4 was refluxed for two hours. The resultant mixture was cooled, and the solid material formed was removed by filtration. Concentration yielded the sub-title compound (17.9 g; 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255301B1
Source datasetuspto-grants-2001_07
ORD IDord-f7dc7d3fe3ee44b0bc12fb4eb26c4f42
Source noteuspto-grants-2001_07