5-Fluoro-2-nitroaniline

Base Information

• Chemical Name: 5-Fluoro-2-nitroaniline
• CAS No.: 2369-11-1
• Molecular Formula: C6H5FN2O2
• Molecular Weight: 156.116
• Hs Code.: 29214990
• European Community (EC) Number: 219-128-5
• NSC Number: 10292
• UNII: 8QHM7S3T84
• DSSTox Substance ID: DTXSID80178352
• Nikkaji Number: J213.223K
• Wikidata: Q72475132
• Mol file: 2369-11-1.mol

Synonyms:5-Fluoro-2-nitroaniline;2369-11-1;2-Nitro-5-fluoroaniline;5-fluoro-2-nitrophenylamine;Benzenamine, 5-fluoro-2-nitro-;2-Amino-4-fluoronitrobenzene;5-FLUORO-2-NITROBENZENAMINE;3-FLUORO-6-NITROANILINE;MFCD00034065;8QHM7S3T84;NSC-10292;NSC10292;5-fluro-2-nitrophenylamine;5-Fluoro-2-Nitro Aniline;UNII-8QHM7S3T84;SCHEMBL77039;5-fluoro-2-nitro-phenylamine;1-amino-3-fluoro-6-nitrobenzene;DTXSID80178352;BCP21691;EINECS 219-128-5;NSC 10292;5-Fluoro-2-nitroaniline, AldrichCPR;AKOS005215747;AC-3694;CCG-302553;CS-W001110;GS-3014;BP-11249;AM20060247;F0789;FT-0612080;EN300-57201;A19765;W-107384;Z600398356

Chemical Property of 5-Fluoro-2-nitroaniline

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00152mmHg at 25°C
• Melting Point: 96.0 to 100.0 °C
• Refractive Index: 1.603
• Boiling Point: 295.5 °C at 760 mmHg
• PKA: -1.36±0.25(Predicted)
• Flash Point: 132.5 °C
• PSA: 71.84000
• Density: 1.448 g/cm³
• LogP: 2.42050
• Storage Temp.: Keep in dark place,Sealed in dry,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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 23/24/25-33-52/53-36/37/38
• Safety Statements: 28-36/37-45-61-24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)N)[N+](=O)[O-]
• Uses: 5-Fluoro-2-nitroaniline as a intermediate in organic synthesis.

Technology Process of 5-Fluoro-2-nitroaniline

There total 32 articles about 5-Fluoro-2-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: 67.0%

4-fluoro-2-iodo-1-nitrobenzene (41860-64-4) → 5-fluoro-2-nitroaniline (2369-11-1)

Guidance literature:

With sodium azide; copper(ll) sulfate pentahydrate; sodium carbonate; sodium L-ascorbate; L-proline; In water; dimethyl sulfoxide; at 70 ℃; for 24h;

DOI:10.1016/j.tet.2010.07.032

Reference yield: 37.0%

4-Fluoronitrobenzene (350-46-9,178603-76-4) → para-methoxynitrobenzene (100-17-4) + 5-methoxy-2-nitroaniline (16133-49-6) + 5-fluoro-2-nitroaniline (2369-11-1) + 5-tert-Butoxy-2-nitroaniline

Guidance literature:

With O-Methylhydroxylamin; potassium tert-butylate; copper(l) chloride; In N,N-dimethyl-formamide; for 1h; Further byproducts given; Ambient temperature;

DOI:10.1021/jo951903r

Reference yield: 35.0%

4-Fluoronitrobenzene (350-46-9,178603-76-4) → 5-fluoro-2-nitroaniline (2369-11-1) + 4-nitro-aniline (100-01-6,104810-17-5)

Guidance literature:

With 2,4,6-trichlorosulfenamide; potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

DOI:10.1021/jo970582b

upstream raw materials:

N-(3-fluorophenyl)acetamide

acetic anhydride

meta-fluoroaniline

benzaldehyde

Downstream raw materials:

5-(dimethylamino)-2-nitroaniline

4-fluoro-1,2-phenylenediamine

N-(5-Fluoro-2-nitro-phenyl)-2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetamide

3-amino-4-nitro-4'-hydroxydiphenyl ether

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、 -. "5-fluoro-2-nitrophenol preparation method". Paragraph 0023; 0039-0041. . Retrieved 2018/06/15.