2-Fluoroaniline

Chemical properties

2-Fluoroaniline is a clear colorless to brown liquid, toxic, insoluble in water, soluble in ethanol and ether, its vapor and air can form an explosive mixture, which can cause combustion and explosion in case of fire and high heat. Reacts with oxidants. Decomposed by high heat to release toxic gases.

The Uses of 2-Fluoroaniline

2-Fluoroaniline (cas# 348-54-9) is a useful reagent for the synthesis of insecticides.

Definition

ChEBI: 2-fluoroaniline is a derivative of aniline in which the hydrogen at position 2 has been substituted by fluorine. It is used as a pharmaceutical intermediate It is a primary arylamine and a fluoroaniline.

What are the applications of Application

2-Fluoroaniline can be used to synthesize thermosensitive dye FH-102, which is a black thermosensitive dye with wide application and excellent performance. The dye can be used in the production of terminal output printing paper of electronic computer, EEG recording paper, telephone fax paper and transparent thermal film for oil field.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 3415, 1984 DOI: 10.1016/S0040-4039(01)91034-2

General Description

Clear liquid with a mild sweet odor. Sinks in and mixes slowly with water.

Air & Water Reactions

Water soluble.

Reactivity Profile

2-Fluoroaniline is a base. Neutralizes acids to form salts plus water in an exothermic reaction. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Health Hazard

Inhalation or ingestion causes bluish tint to fingernails, lips and ears indicative of cyanosis; headache, drowsiness, and nausea, followed by unconsciousness. Liquid can be absorbed through skin and cause similar symptoms. Contact with eyes causes irritation.

Fire Hazard

Special Hazards of Combustion Products: Irritating and toxic hydrogen fluoride and oxides of nitrogen may form in fires.

Metabolic pathway

2-Fluoro and 3-fluoroanilines are preferentially hydroxylated at the para-position, and 4-fluoroaniline is both p- and o-hydroxylated to a significant extent by rat liver microsomes and is not accompanied with an NIH shift to give 4-hydroxyl-3-fluoroaniline.