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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1577351Generated: November 4, 2026

1-Chloro-2-nitrobenzene → 1-Fluoro-2-nitrobenzene

https://huagongshe.com/reaction/1577351

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2-nitrobenzeneHCID 6945—
ReactantPotassium FluorideHCID 522689—
CatalystTetradecyltrimethylammonium bromideHCID 14250—
Product1-Fluoro-2-nitrobenzeneHCID 7389578%

Reaction Conditions

Temperature140 °C

Reaction Steps

Potassium fluoride (water content 0.2%) (69.6 g; 1.2 mole) and tetradecyltrimethylammonium bromide (18 g; 0.055 mole) were added to molten 2-chloronitrobenzene (157.5 g; 1 mole) with stirring. The mixture was heated to 140° C. for 28 hours. The reaction mixture was then allowed to cool to c. 100° C. and was filtered with the assistance of added toluene. The toluene was distilled and the residue was finally distilled in high vacuum to give 2-fluoronitrobenzene in 78% yield together with 5% recovered 2-chloronitrobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04287374
Source datasetuspto-grants-1981_09
ORD IDord-22b9820c5e5a46e29fab0731b3a5c991
Source noteuspto-grants-1981_09