ChemicalBook CAS DataBase List 348-54-9

348-54-9

Name	2-Fluoroaniline
CAS	348-54-9
EINECS(EC#)	206-478-9
Molecular Formula	C6H6FN
MDL Number	MFCD00007642
Molecular Weight	111.12
MOL File	348-54-9.mol

Synonyms

1-AMINO-2-FLUOROBENZENE 2-FLUOROANILINE AKOS 91139 AKOS BBS-00003628 FLUOROANILINE-2 LABOTEST-BB LTBB000714 O-FLUOROANILINE 1,2-fluorobenzenamine 2-fluoro-benzenamin 2-Fluorobenzenamine 2-fluoro-Benzenamine 2-Fluoro-phenylamine Aniline, 2-fluoro- Aniline, o-fluoro- 2-Fluoroaniline o-Fluoroaniline 2-FLUOROANILINE, 99+% 2-FluoroanilineForSynthesis 2-Fluoroaniline99.5% Benzenamine, 2-fluoro- 2-Fluoranilin

Chemical Properties

Appearance	Clear colorless to brown liquid
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
form	Liquid
pka	3.2(at 25℃)
color	Clear colorless
Specific Gravity	1.151
Water Solubility	17 g/L (20°C)
Detection Methods	GC,NMR
BRN	1524219
Henry's Law Constant	1.4×10⁰ mol/(m³Pa) at 25℃, Ebert et al. (2023)
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	348-54-9(EPA Substance)

Safety Data

Symbol(GHS)	GHS02,GHS05,GHS07,GHS08,GHS09
Signal word	Danger
Hazard statements	H226-H302-H314-H373-H410
Precautionary statements	P210-P273-P280-P303+P361+P353-P305+P351+P338-P314
Hazard Codes	Xn,T,Xi
Risk Statements	R22:Harmful if swallowed. R37/38:Irritating to respiratory system and skin . R41:Risk of serious damage to eyes. R36/38:Irritating to eyes and skin . R33:Danger of cumulative effects. R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S39:Wear eye/face protection . S37/39:Wear suitable gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36/37:Wear suitable protective clothing and gloves . S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . less more
RIDADR	UN 2941 6.1/PG 3
WGK Germany	2
RTECS	BY1390000
Autoignition Temperature	600 °C
Hazard Note	Toxic/Irritant
TSCA	T
REACH Registrations	Active
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

Raw materials And Preparation Products

Hazard Information

General Description

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

Reactivity Profile

2-FLUOROANILINE(348-54-9) 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.

Air & Water Reactions

Water soluble.

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.

Chemical Properties

Clear colorless to brown liquid

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: A derivative of aniline in which the hydrogen at position 2 has been substituted by fluorine. It is used as a pharmaceutical intermediate

Synthesis Reference(s)

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

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 metabolizedprimarily 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-M₁-M₂/Al₂O₃ catalyst is activated with a diluted reducing gas.
2. o-Fluoronitrobenzene vapor mixed with preheated hydrogen passes over the catalyst be

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.

Material Safety Data Sheet(MSDS)

Spectrum Detail

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