2-Fluoro-5-nitroaniline

Base Information

• Chemical Name: 2-Fluoro-5-nitroaniline
• CAS No.: 369-36-8
• Molecular Formula: C6H5FN2O2
• Molecular Weight: 156.116
• Hs Code.: 29214210
• European Community (EC) Number: 206-720-3
• NSC Number: 51768
• DSSTox Substance ID: DTXSID7074660
• Nikkaji Number: J208.528C
• Wikidata: Q72475129
• ChEMBL ID: CHEMBL317872
• Mol file: 369-36-8.mol

Synonyms:2-Fluoro-5-nitroaniline;369-36-8;Benzenamine, 2-fluoro-5-nitro-;2-fluoro-5-nitrophenylamine;2-Fluoro-5-nitro-phenylamine;1-Amino-2-fluoro-5-nitrobenzene;2-FLUORO-5-NITROBENZENAMINE;MFCD00007652;EINECS 206-720-3;2-fluoro-5-nitro aniline;2-fluoro-5-nitro-aniline;NSC51768;5-Nitro-2-fluoroaniline;6-Fluoro-3-nitroaniline;2-amino-4-nitro-fluorbenzene;Aniline, 2-fluoro-5-nitro-;SCHEMBL589324;CHEMBL317872;DTXSID7074660;2-Fluoro-5-nitroaniline, 98%;KJVBJICWGQIMOZ-UHFFFAOYSA-;(2-fluoro-5-nitro-phenyl)-amine;NSC 51768;NSC-51768;AKOS000119361;AC-3692;CS-W007866;AS-13217;A6353;AM20060292;F0267;FT-0612366;EN300-17975;D71259;W-106577;Z57127390;F1294-0085

Chemical Property of 2-Fluoro-5-nitroaniline

Chemical Property:

• Appearance/Colour: ochre-yellow to light brown crystalline powder
• Melting Point: 97-100 °C(lit.)
• Boiling Point: 295.5 °C at 760 mmHg
• PKA: 1.13±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.: Slightly soluble
• XLogP3: 1.7
• 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% ^*data from raw suppliers

2-Fluoro-5-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Fluoro-5-nitroaniline

There total 5 articles about 2-Fluoro-5-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: 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: 17.6%

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

Guidance literature:

With hydrogen; palladium; In ethanol; water; acetic acid;

Reference yield:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → 6-fluoro-3-nitroaniline (369-36-8) + 5-fluoro-2-nitroaniline (2369-11-1)

Guidance literature:

With hydroxylamine triflate; at 80 ℃; for 40h; Overall yield = 88 percent; Overall yield = 28 mg; chemoselective reaction;

DOI:10.1002/adsc.202100236

upstream raw materials:

2,4-Dinitrofluorobenzene

ethanol

4-Fluoronitrobenzene

Downstream raw materials:

4-fluoro-3-(1H-pyrrol-1-yl)nitrobenzene

2-Amino-3-phenyl-6-nitroindole

1-benzoyl-3-(2-fluoro-5-nitrophenyl)thiourea

5-nitro-2-[2-(1,2,3,4-tetrahydroisoquinolyl)]aniline

Refernces

• 1、 Wang, Tao,Hoffmann, Marvin,Dreuw, Andreas,Hasagi?, Edina,Hu, Chao,Stein, Philipp M.,Witzel, Sina,Shi, Hongwei,Yang, Yangyang,Rudolph, Matthias,Stuck, Fabian,Rominger, Frank,Kerscher, Marion,Comba, Peter,Hashmi, A. Stephen K.. "A Metal-Free Direct Arene C?H Amination". supporting information. p. 2783 - 2795. Retrieved 2021/04/05.
• 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.