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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917540Generated: October 27, 2026

Dichloromethane → 1-Bromo-3-(bromomethyl)-5-chlorobenzene

https://huagongshe.com/reaction/917540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant3-Bromo-5-chlorotolueneHCID 10774638—
SolventCarbon TetrachlorideHCID 5943—
Product1-Bromo-3-(bromomethyl)-5-chlorobenzeneHCID 22324264—

Reaction Conditions

Temperature80 °C

Reaction Steps

Step G2. The mixture of 3-bromo-5-chlorotoluene (9 g, 43.8 mmol), NBS (8.19 g, 46 mmol), and AIBN (200 mg) in carbon tetrachloride (50 mL) was heated at 80° C. for 3 hours. The resulting mixture was run through a silicon gel column with dichloromethane as the eluant. The fraction was collected and solvent was removed by rotovap, crude 1-bromo-3-(bromomethyl)-5-chlorobenzene (3) was obtained as a brown residue and used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273882B2
Source datasetuspto-grants-2007_09
ORD IDord-f53ef18b613540c5be7d8fdee52053f2
Source noteuspto-grants-2007_09