4-Fluoroaniline

Base Information

• Chemical Name: 4-Fluoroaniline
• CAS No.: 371-40-4
• Molecular Formula: C6H6FN
• Molecular Weight: 111.119
• Hs Code.: 2921.42
• European Community (EC) Number: 206-735-5
• NSC Number: 579
• UN Number: 2941
• UNII: 60HI1G076Z
• DSSTox Substance ID: DTXSID9022027
• Nikkaji Number: J33.843E
• Wikidata: Q27103764
• Metabolomics Workbench ID: 51758
• ChEMBL ID: CHEMBL32014
• Mol file: 371-40-4.mol

Synonyms:benzenamine, 4-fluoro-;Aniline, 4-fluoro-;Aniline, p-fluoro- (8CI);4-Fluoranilin;4-Fluorobenzenamine;4-12-00-01104 (Beilstein Handbook Reference);p-Fluorophenylamine;1-Amino-4-fluorobenzene;4-Fluoranilin [Czech];Aniline, p-fluoro-;para-Fluoroaniline;p-fluoroaniline;

Chemical Property of 4-Fluoroaniline

Chemical Property:

• Appearance/Colour: light yellow to gold-coloured liquid
• Vapor Pressure: 4.04mmHg at 25°C
• Melting Point: -1.9 °C
• Refractive Index: 1.5400
• Boiling Point: 188.9 °C at 760 mmHg
• PKA: 4.65(at 25℃)
• Flash Point: 77.9 °C
• PSA: 26.02000
• Density: 1.158 g/cm³
• LogP: 1.98910
• Storage Temp.: 2-8°C
• Solubility.: 33g/l
• Water Solubility.: 33 g/L (20 ºC)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 111.048427358
• Heavy Atom Count: 8
• Complexity: 66.9
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, C, T
• Hazard Codes: C,T,Xi,Xn
• Statements: 22-34-36/38-33-23/24/25
• Safety Statements: 26-36/37/39-45-37/39-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC(=CC=C1N)F
• Uses: 4-Fluoroaniline is a degradation product of Ezetimibe (E975000). 4-Fluoroaniline is used as an analytical reagent in the enzymic detection of glucose. Intermediate in the manufacture of herbicides and plant growth regulators. 4-Fluoroaniline may be employed as one of the target pollutant during the investigation of biodegradability of fluorinated compounds under aerobic conditions. It may be used for the synthesis of luminescent and cationic monocyclometalated gold(III) monoaryl complexes.

Technology Process of 4-Fluoroaniline

There total 109 articles about 4-Fluoroaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

bis-(4-fluorophenyl)diazene (332-07-0,51788-93-3,51789-00-5) → 4-fluoroaniline (371-40-4)

Guidance literature:

With lithium aluminium tetrahydride; titanium tetrachloride; In diethyl ether; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.07.089

Reference yield: 97.0%

p-azidofluorobenzene (3296-02-4) → 4-fluoroaniline (371-40-4)

Guidance literature:

With D-glucose; potassium hydroxide; In water; N,N-dimethyl-formamide; at 85 ℃; for 0.3h; chemoselective reaction; Green chemistry;

DOI:10.1039/c7gc01593c

Reference yield: 95.0%

1-Chloro-4-fluorobenzene (352-33-0) → 4-fluoroaniline (371-40-4)

Guidance literature:

With copper(ll) sulfate pentahydrate; ammonium hydroxide; In PEG₁₀₀₀-DIL; methyl cyclohexane; at 60 ℃; for 5h;

DOI:10.1002/jccs.201000084

upstream raw materials:

1-Chloro-4-fluorobenzene

4-Fluorobenzoic acid

N-Phenylhydroxylamine

nitrobenzene

Downstream raw materials:

(4-fluoro-phenyl)-carbamic acid-(2-chloro-ethyl ester)

2-hydroxyphenazine N′10-oxide

N-(4-fluorophenyl)-4-chlorobenzenesulfonamide

4-fluoro-N,N-dimethylaniline

Refernces

• 1、 Pi?a, Samuel,Cedillo, Diana M.,Tamez, Carlos,Izquierdo, Nezhueyotl,Parsons, Jason G.,Gutierrez, Jose J.. "Reduction of nitrobenzene derivatives using sodium borohydride and transition metal sulfides". . p. 5468 - 5470. Retrieved 2014.
• 2、 Zhao, Yu,Pluth, Michael D.. "Hydrogen Sulfide Donors Activated by Reactive Oxygen Species". . p. 14638 - 14642. Retrieved 2016.
• 3、 -. "Synthesis method of o-bromo-p-fluoroacetyl aniline". . . Retrieved 2022/04/03.
• 4、 Ben-David, Yehoshoa,Das, Uttam Kumar,Diskin-Posner, Yael,Kar, Sayan,Milstein, David. "Manganese Catalyzed Hydrogenation of Azo (N=N) Bonds to Amines". supporting information. p. 3744 - 3749. Retrieved 2021/07/09.