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| | 2-Fluoroaniline Basic information |
| | 2-Fluoroaniline Chemical Properties |
| Melting point | -29 °C | | Boiling point | 182-183 °C(lit.) | | density | 1.151 g/mL at 25 °C(lit.) | | vapor pressure | 1 hPa (20 °C) | | refractive index | n20/D 1.544(lit.) | | Fp | 140 °F | | storage temp. | Store below +30°C. | | solubility | 17g/l | | pka | 3.2(at 25℃) | | form | Liquid | | color | Clear colorless | | Specific Gravity | 1.151 | | Water Solubility | 17 g/L (20°C) | | BRN | 1524219 | | InChI | 1S/C6H6FN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2 | | InChIKey | FTZQXOJYPFINKJ-UHFFFAOYSA-N | | SMILES | Nc1ccccc1F | | CAS DataBase Reference | 348-54-9(CAS DataBase Reference) | | NIST Chemistry Reference | Benzenamine, 2-fluoro-(348-54-9) | | EPA Substance Registry System | o-Fluoroaniline (348-54-9) |
| Hazard Codes | Xn,T,Xi | | Risk Statements | 22-37/38-41-36/38-33-23/24/25 | | Safety Statements | 26-39-37/39-45-36/37-28 | | RIDADR | UN 2941 6.1/PG 3 | | WGK Germany | 2 | | RTECS | BY1390000 | | Autoignition Temperature | 600 °C | | Hazard Note | Toxic/Irritant | | TSCA | TSCA listed | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29214210 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1
Flam. Liq. 3
Skin Corr. 1C
STOT RE 2 |
| | 2-Fluoroaniline Usage And Synthesis |
| 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. | | Uses | 2-Fluoroaniline (cas# 348-54-9) is a useful reagent for the synthesis of insecticides. | | 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. | | 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. | | 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. | | Biological Activity | The metabolism and excretion of the xenobiotic compound 2-fluoroaniline is important due to human exposure in manufacturing. It is found to be very efficiently metabolized, primarily by 4-hydroxylation with subsequent sulfate or glucuronide formation. N-Acetylation is also observed. at least 80% of the dose is excreted in the urine within 24 hr. 2-Fluoroaniline exerts its nephrotoxic effect through 4-hyroxylation and subsequent p-benzoquinonimine formation. | | Synthesis | A fixed-bed method for catalytic hydrogenation of o-fluoronitrobenzene to o-fluoroaniline:
1. A Pt-M-M/AlO catalyst is activated with a diluted reducing gas.
2. o-Fluoronitrobenzene vapor mixed with preheated hydrogen passes over the catalyst bed at 120-280C for hydrogenation.
3. The product is condensed and separated to obtain o-fluoroaniline. | | 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. |
| | 2-Fluoroaniline Preparation Products And Raw materials |
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