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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2396432Generated: October 25, 2026

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

https://huagongshe.com/reaction/2396432

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2-nitrobenzeneHCID 6945—
ReactantO-XyleneHCID 7237—
Reactant4-Methylpentane-1,2-diolHCID 91171—
ReactantPotassium FluorideHCID 522689—
CatalystTetramethylammonium chlorideHCID 6379—
Product1-Fluoro-2-nitrobenzeneHCID 73895—

Reaction Conditions

Temperature150 °C

Reaction Steps

In a 2 liter flange flask and fitted with a distillation bridge and impeller stirrer, 290.5 g (5.0 mol) of potassium fluoride, 71.1 g (0.1 mol) of trimethyl(ethoxypolyoxypropyl)ammonium chloride, 11.0 g (0.1 mol) of tetramethylammonium chloride and 17.7 g (0.035 mol) of polyethylene glycol dimethyl ether 500 were introduced at 120° C. into the melt of 630 g (4.0 mol) of 2-chloronitrobenzene. Subsequently, the mixture was azeotropically dried using 100 g (0.94 mol) of xylene and the reaction mixture was stirred for 28 hours at a temperature of 150° C. Amount of 2-fluoronitrobenzene formed: after 6 hours: 36 GC area-%. after 28 hours: 74 GC area-%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05492875
Source datasetuspto-grants-1996_02
ORD IDord-0b691696bfe941abaf71715355a8db72
Source noteuspto-grants-1996_02