4-Fluoranilin
4-Fluoroaniline
CAS: 371-40-4
Molecular Formula: C6H6FN
4-Fluoranilin - Names and Identifiers
| Name | 4-Fluoroaniline |
| Synonyms | 4-Fluoranilin 4-fluoro-anilin 4-Fluoroaniline 4-Fluoronaniline p-Fluoroaniline Fluoroaniline, 4- Aniline, p-fluoro- Aniline, 4-fluoro- Parafluoro Aniline butyl fluoroacetate 4-fluoro-benzenamin 4-fluoranilin(czech) 4-Fluoro-phenylamine 1,4-fluorobenzenamine Fluoroanilinepaleredliq Benzenamine, 4-fluoro- |
| CAS | 371-40-4 |
| EINECS | 206-735-5 |
| InChI | InChI:1S/C6H6FN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2 |
4-Fluoranilin - Physico-chemical Properties
| Molecular Formula | C6H6FN |
| Molar Mass | 111.12 |
| Density | 1.173 g/mL at 25 °C (lit.) |
| Melting Point | -1.9 °C |
| Boling Point | 187 °C/767 mmHg (lit.) |
| Flash Point | 165°F |
| Water Solubility | 33 g/L (20 ºC) |
| Solubility | 33g/l |
| Vapor Presure | 4.04mmHg at 25°C |
| Appearance | Oily Liquid |
| Specific Gravity | 1.173 |
| Color | Clear pale yellow to red-brown |
| Merck | 14,4169 |
| BRN | 742030 |
| pKa | 4.65(at 25℃) |
| Storage Condition | 2-8°C |
| Stability | Stable. Incompatible with acids, oxidizing agents. |
| Refractive Index | n20/D 1.539(lit.) |
| Physical and Chemical Properties | Density 1.1586 melting point -1.9°C boiling point 187°C refractive index 1.5385-1.5405 flash point 81°C water-soluble 33g/L (20°C) |
| Use | Used as intermediates in the synthesis of pharmaceuticals, dyes and pesticides |
4-Fluoranilin - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R34 - Causes burns 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. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S37/39 - Wear suitable gloves and eye/face protection S28 - After contact with skin, wash immediately with plenty of soap-suds. |
| UN IDs | UN 2941 6.1/PG 3 |
| WGK Germany | 1 |
| RTECS | BY1575000 |
| TSCA | T |
| HS Code | 29214210 |
| Hazard Note | Toxic/Irritant |
| Hazard Class | 6.1 |
| Packing Group | III |
4-Fluoranilin - Nature
Open Data Verified Data
liquid. Melting Point -0.82 ℃, boiling point 184~186 ℃, relative density 1.1725, refractive index 1.51954.
Last Update：2024-01-02 23:10:35
4-Fluoranilin - Preparation Method
Open Data Verified Data
There are a variety of synthetic routes, which can be divided into one-step method and two-step method.
- the preferred process of the one-step method is the nitrobenzene method, which is obtained by deoxygenation, hydrogenation and fluorination. With PdCl2 -V2 05 as catalyst, carbon monoxide as reducing agent, at 160 C Reaction 3H, 4 a fluoroaniline yield of up to 90%, and another 10% of the by-product aniline. The reaction was carried out at 42 ℃ for 12. 5H with Pt02 as catalyst, bf3-hf as fluorinating agent and hydrogen as reducing agent. The conversion was 100% and the yield was 95%. In addition, there are one-step method of phenyl hydroxylamine method and aniline method, phenyl hydroxylamine method.
- p-fluoronitrobenzene was synthesized from different raw materials by two-step method, and then p-fluoroaniline was prepared by reduction and hydrogenation. There are various methods: 1. Fluorination of p-chloronitrobenzene. The fluorination catalysts include styrene copolymer as matrix, graft of tetraphenylphosphine or N-alkyl aminopyridine salt, quaternary ammonium salt, crown ether and polyethylene glycol. The solvents used in the fluorination reaction are dimethyl sulfoxide, dimethyl formamide, dimethyl acetamide and sulfolane. The nitrobenzene fluorination method includes an electrolytic fluorination method in which an electrolytic fluorination is carried out at room temperature by passing a current of 3 to 5mA/cm2 through an electrolyte consisting of nitrobenzene, hydrogen fluoride and a quaternary ammonium salt or Et3N/HF. Using elemental fluorine or AgF2 as fluorinating agent, fluorine gas and nitrogen gas are passed into formic acid aqueous solution containing nitrobenzene to prepare mixed fluoro-substituted nitrobenzene in ortho-, meta-and para-positions; AgF2 is used as fluorinating agent, reflux with nitrobenzene and chloroform solution for 18h to obtain mixed fluoro nitrobenzene. 3 Reduction of p-fluoro-nitrobenzene.
Last Update：2022-01-01 10:51:14
4-Fluoranilin - Use
Open Data Verified Data
for the synthesis of new fluorine-containing drugs, pesticides and dyes.
Last Update：2022-01-01 10:51:14
4-Fluoranilin - Safety
Open Data Verified Data
This product can burn when exposed to open fire. The flash point is 73 ° C, and the toxic gas is decomposed by high heat, which is irritating to the human body. Rat oral LD50: 615mg/kg; Mouse oral LD50:417mg/kg. Packaging using iron plastic barrel, 200/barrel, stored in a cool and dry place, no contact with fire, no sun exposure, pay attention to light light unloading, to prevent container damage.
Last Update：2022-01-01 10:51:15
4-Fluoranilin - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use | used to synthesize new fluorine-containing medicines, pesticides and dyes. Used as an intermediate in the synthesis of medicines, dyes, and pesticides |
| production method | 1. the better process in one-step one-step one-step method is nitrobenzene method, which is obtained through deoxidation, hydrogenation and fluorination. Using PdCl2-V2O5 as catalyst and carbon monoxide as reducing agent, the yield of 4-fluoroaniline can reach 90% after reacting at 160 ℃ for 3 hours, and aniline has 10% by-product. With PtO2 as catalyst, BF3-HF as fluorinating agent and hydrogen as reducing agent, the reaction rate was 100% and the yield was 95% at 42 ℃ for 12.5h. In addition, there are phenylhydroxylamine method and aniline method in one step. 2. The two-step method starts from different raw materials to synthesize p-fluoronitrobenzene, and then reduces and hydrogenates to produce p-fluoroaniline. There are many methods:(1) The fluorination catalyst for chloronitrobenzene is based on styrene copolymer, grafted with tetraphenylphosphine or N-alkylaminopyridine salt, quaternary ammonium salt, crown ether and polyethylene glycol. The solvents used in the fluorination reaction are dimethyl sulfoxide, dimethyl formamide, dimethyl acetamide and sulfolane. (2) Nitrobenzene fluorination method includes: electrolytic fluorination method using nitrobenzene, hydrogen fluoride and quaternary ammonium salt or Et3N/HF electrolyte, at room temperature with a current of 3-5mA/cm2 for electrolytic fluorination. Using elemental fluorine or AgF2 as a fluorinating agent to pass fluorine gas and nitrogen into formic acid aqueous solution containing nitrobenzene, mixed fluoronitrobenzene in ortho, meso and para positions can be prepared; AgF2 is used as a fluorinating agent, and Nitrobenzene and chloroform solutions are refluxed for 18 hours to obtain mixed fluoronitrobenzene. 3. p-fluoronitrobenzene reduction method. |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | oral-rat LD50: 417 mg/kg; Oral-quail LD50: 100 mg/kg |
| stimulation data | skin-rabbit 2 mg/24 hours severe; Eye-rabbit 250 micrograms/24 hours severe |
| flammability hazard characteristics | open flame is combustible; high heat decomposes toxic fluoride and nitrogen oxide gas |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; Store separately from oxidants, acids and food additives |
| fire extinguishing agent | foam, carbon dioxide, sand, dry powder |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:05
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