2-Fluoro-4-nitroaniline

Base Information

• Chemical Name: 2-Fluoro-4-nitroaniline
• CAS No.: 369-35-7
• Molecular Formula: C6H5FN2O2
• Molecular Weight: 156.116
• Hs Code.: 29214200
• European Community (EC) Number: 206-719-8
• NSC Number: 402982
• UNII: 8F5CX67PNQ
• DSSTox Substance ID: DTXSID10190380
• Nikkaji Number: J213.558B
• Wikidata: Q72475106
• Mol file: 369-35-7.mol

Synonyms:2-Fluoro-4-nitroaniline;369-35-7;2-fluoro-4-nitrobenzenamine;Benzenamine, 2-fluoro-4-nitro-;EINECS 206-719-8;MFCD00034560;NSC-402982;2-fluoro-4-nitrophenylamine;2-fluoro-4-nitro-phenylamine;NSC402982;2-Fluoro-4-niroaniline;4-Nitro-2-fluoroaniline;8F5CX67PNQ;Aniline, 2-fluoro-4-nitro-;SCHEMBL307768;(2-Fluoro-4-nitrophenyl)amine;2 - fluoro -4-- nitroaniline;2-Fluoro-4-nitroaniline, 95%;DTXSID10190380;BCP05877;AC-443;STK691355;TD1275;AKOS005215748;AM61494;CS-W002161;NSC 402982;SB76026;AS-13216;SY017177;A6351;F0798;FT-0655070;EN300-55886;AE-562/43459477;J-509424;Z381352378

Chemical Property of 2-Fluoro-4-nitroaniline

Chemical Property:

• Appearance/Colour: WHITE TO TAN POWDER, CRYSTALS OR CRYSTALLINE POWDER AND/OR CHUNKS
• Vapor Pressure: 0.000392mmHg at 25°C
• Melting Point: 126-130°C
• Refractive Index: 1.603
• Boiling Point: 317.2 °C at 760 mmHg
• PKA: -0.45±0.10(Predicted)
• Flash Point: 145.6 °C
• PSA: 71.84000
• Density: 1.448 g/cm³
• LogP: 2.42050
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.3
• 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:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])F)N
• Uses: It is used as a pharmaceutical intermediate.

Technology Process of 2-Fluoro-4-nitroaniline

There total 10 articles about 2-Fluoro-4-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: 89.0%

2'-fluoro-4'-nitroacetanilide (348-19-6) → 2-fluoro-4-nitroaniline (369-35-7)

Guidance literature:

With hydrogenchloride; In ethanol; for 6h; Heating;

DOI:10.1080/00304940309355854

Reference yield: 66.0%

3-fluoro-1-nitrobenzene (402-67-5) → 2-fluoro-4-nitroaniline (369-35-7)

Guidance literature:

With potassium tert-butylate; N,N-tetramethylene-thiocarbamoyl-sulphenamide; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

DOI:10.1021/jo970582b

Reference yield: 15.3%

N-(2-fluorophenyl)acetamide (399-31-5) → 2-fluoro-6-nitroaniline (17809-36-8) + 2-fluoro-4-nitroaniline (369-35-7)

Guidance literature:

N-(2-fluorophenyl)acetamide; With sulfuric acid; nitric acid; In acetic acid; at 10 - 20 ℃; for 2.5h;

With sodium hydroxide; In ethanol; water; for 5h;

DOI:10.1021/acs.jmedchem.5b01591

upstream raw materials:

3,4-difluoronitrobenzene

2'-fluoro-4'-nitroacetanilide

N-(2-fluorophenyl)acetamide

3-fluoro-1-nitrobenzene

Downstream raw materials:

N-(2-fluoro-4-nitrophenyl)-1H-pyrrolo[2,3-b]pyridin-4-amine

3-Fluoro-N-(2-fluoro-4-nitrophenyl)-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine-4-amine

N-(2-fluoro-4-nitrophenyl)-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine

C₂₂H₂₃FN₄O₄S

Refernces

• 1、 Behrman,Chen, Ssuhen. "Synthesis of 2,5- and 2,6-dinitrofluorobenzenes and related hydroquinones". . p. 422 - 425. Retrieved 2007/10/03.
• 2、 Makosza, Mieczyslaw,Bialecki, Maciej. "Nitroarylamines via the Vicarious Nucleophilic Substitution of Hydrogen: Amination, Alkylamination, and Arylamination of Nitroarenes with Sulfenamides". . p. 4878 - 4888. Retrieved 2007/10/03.