4-Nitro-3-(trifluoromethyl)aniline

Base Information

• Chemical Name: 4-Nitro-3-(trifluoromethyl)aniline
• CAS No.: 393-11-3
• Molecular Formula: C7H5F
• Molecular Weight: 206.124
• Hs Code.: 29214200
• European Community (EC) Number: 206-884-6
• NSC Number: 10323
• UNII: 15YY91105I
• DSSTox Substance ID: DTXSID7057731
• Nikkaji Number: J213.625B
• Wikidata: Q27251752
• ChEMBL ID: CHEMBL3186805
• Mol file: 393-11-3.mol

Synonyms:3-TFM-4-NA;3-trifluoromethyl-4-nitroanilide

Chemical Property of 4-Nitro-3-(trifluoromethyl)aniline

Chemical Property:

• Appearance/Colour: light yellow crystal powder
• Vapor Pressure: 2.78E-06mmHg at 25°C
• Melting Point: 125-129 °C(lit.)
• Refractive Index: 1.532
• Boiling Point: 326.4 °C at 760 mmHg
• PKA: -0.22±0.10(Predicted)
• Flash Point: 151.2 °C
• PSA: 71.84000
• Density: 1.503 g/cm³
• LogP: 3.30020
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 206.03031189
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

98% ^*data from raw suppliers

4-Nitro-3-(trifluoromethyl)aniline(FLU-1) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)C(F)(F)F)[N+](=O)[O-]
• Description: 4-Nitro-3-trifluoromethyl aniline is an organic intermediate, which can be used to prepare 4-bromo-2-nitrotrifluorotoluene, an intermediate of medicine and optical waveguide materials, and flutamide, a non steroidal anti androgen drug.
• Uses: A metabolite of Flutamide (FLU-1 or M2). 4-Nitro-3-(trifluoromethyl)aniline is a metabolite of Flutamide (F598850) (FLU-1 or M2).

Technology Process of 4-Nitro-3-(trifluoromethyl)aniline

There total 12 articles about 4-Nitro-3-(trifluoromethyl)aniline 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: 88.0%

C7H3F3N4O2 (1440512-29-7) → 4-nitro-3-(trifluoromethyl)benzeneamine (393-11-3)

Guidance literature:

C₇H₃F₃N₄O₂; With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; tert-butyl alcohol; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

With sodium t-butanolate; In tetrahydrofuran; at 20 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1055/s-0032-1318216

Reference yield: 71.0%

2-nitrobenzotrifluoride (384-22-5) → 4-nitro-3-(trifluoromethyl)benzeneamine (393-11-3)

Guidance literature:

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

DOI:10.1021/jo00044a002

Reference yield: 33.0%

2-nitrobenzotrifluoride (384-22-5) → 4-nitro-3-(trifluoromethyl)benzeneamine (393-11-3) + 2-nitro-3-(trifluoromethyl)aniline (386-71-0)

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-acetyl-3-trifluoromethylbenzenamine

4-nitro-3-trifluoromethylacetanilide

2-nitrobenzotrifluoride

Flutamide

Downstream raw materials:

α.α.α-Trifluor-4'-nitro-m-cyclopentancarbotoluidid

α.α.α-Trifluor-4'-nitro-m-nonanotoluidid

N--4-nitro-3-trifluormethyl-anilin

4-Methyl-α.α.α-trifluor-4'-nitro-m-valerotoluidid

Refernces

• 1、 Sortino,Giuffrida,De Guidi,Chillemi,Petralia,Marconi,Condorelli,Sciuto. "The photochemistry of flutamide and its inclusion complex with β-cyclodextrin. Dramatic effect of the microenvironment on the nature and on the efficiency of the photodegradation pathways". . p. 6 - 13. Retrieved 2001.
• 2、 Garg, Neeraj,Hansson, Annelie,Knych, Heather K.,Stanley, Scott D.,Thevis, Mario,Bondesson, Ulf,Hedeland, Mikael,Globisch, Daniel. "Structural elucidation of major selective androgen receptor modulator (SARM) metabolites for doping control". supporting information. p. 698 - 702. Retrieved 2018/02/09.