4-Fluoro-3-nitroaniline

Base Information

• Chemical Name: 4-Fluoro-3-nitroaniline
• CAS No.: 364-76-1
• Molecular Formula: C6H5FN2O2
• Molecular Weight: 156.116
• Hs Code.: 29214210
• European Community (EC) Number: 206-665-5
• NSC Number: 10293
• UNII: R8DY9W4LRV
• DSSTox Substance ID: DTXSID5052042
• Nikkaji Number: J60.428C
• Wikidata: Q27121300
• Metabolomics Workbench ID: 57074
• Mol file: 364-76-1.mol

Synonyms:4-fluoro-3-nitroaniline

Chemical Property of 4-Fluoro-3-nitroaniline

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00772mmHg at 25°C
• Melting Point: 94-96 °C(lit.)
• Refractive Index: 1.635
• Boiling Point: 331.3 °C at 760 mmHg
• PKA: 2.36±0.10(Predicted)
• Flash Point: 91.1 °C
• PSA: 71.84000
• Density: 1.448 g/cm³
• LogP: 2.42050
• Storage Temp.: Store below +30°C.
• Water Solubility.: Insoluble
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 156.03350557
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

99% up ^*data from raw suppliers

4-Fluoro-3-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 36/37-37/39-26

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitroanilines
• Canonical SMILES: C1=CC(=C(C=C1N)[N+](=O)[O-])F
• Uses: 4-Fluoro-3-nitroaniline is used in the preparation of commercial hair dyes. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals. 4-Fluoro-3-nitroaniline was used in the preparation of commercial hair dyes.

Technology Process of 4-Fluoro-3-nitroaniline

There total 15 articles about 4-Fluoro-3-nitroaniline 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: 95.0%

C12H17FN2O4Si → 4-Fluoro-3-nitroaniline (364-76-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1016/j.tet.2019.06.022

Reference yield: 87.0%

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) → 4-Fluoro-3-nitroaniline (364-76-1) + 6-fluoro-3-nitroaniline (369-36-8)

Guidance literature:

With hydrogen; iron; acetic acid; palladium dichloride; In ethanol; at 20 - 25 ℃; for 1.25h; under 258.6 - 2327.2 Torr; Product distribution; other noble metal catalysts, variation of condition; other polynitro compounds;

DOI:10.1016/S0040-4039(00)97008-4

Reference yield: 82.0%

1-(4-fluoro-3-nitrophenyl)piperidine-2,6-dione → 4-Fluoro-3-nitroaniline (364-76-1)

Guidance literature:

With allyl bromide; In ethanol; at 80 ℃; Sealed tube;

DOI:10.1021/acs.orglett.1c03541

upstream raw materials:

2,4-Dinitrofluorobenzene

4-fluoroaniline

sulfuric acid

nitric acid

Downstream raw materials:

N-(4-Fluoro-3-nitro-phenyl)-nicotinamide

N-(tert-butoxycarbonyl)-4-fluoro-3-nitroaniline

2-ethyl-5-fluoro-3-methyl-4-nitroindole

2-ethyl-5-fluoro-3-methyl-6-nitroindole

Refernces

• 1、 Lu, Chaocao,Htan, Bu,Fu, Shitao,Ma, Chunmiao,Gan, Quan. "Substituent effects on the isomerization of hydrazone switches driven by the intramolecular hydrogen bond". . p. 4010 - 4016. Retrieved 2019/07/03.
• 2、 Orlov,Begunov,Demidova,Rusakov. "Effect of the electronic structure of the radical anions of 4-substituted 1,2-and 1,3-dinitrobenzenes on the regioselectivity of reduction of the nitro groups". . p. 76 - 81. Retrieved 2007/10/03.