2-Amino-5-nitrobenzotrifluoride

Base Information

• Chemical Name: 2-Amino-5-nitrobenzotrifluoride
• CAS No.: 121-01-7
• Molecular Formula: C7H5F3N2O2
• Molecular Weight: 206.124
• Hs Code.: 29214300
• European Community (EC) Number: 204-443-2
• DSSTox Substance ID: DTXSID50153095
• Nikkaji Number: J150.127E
• Wikidata: Q72440002
• Mol file: 121-01-7.mol

Synonyms:121-01-7;2-Amino-5-nitrobenzotrifluoride;4-Nitro-2-(trifluoromethyl)aniline;4-Nitro-2-trifluoromethylaniline;4-Nitro-alpha,alpha,alpha-trifluoro-o-toluidine;4-Nitro-a,a,a-trifluoro-o-toluidine;MFCD00007365;Benzenamine, 4-nitro-2-(trifluoromethyl)-;EINECS 204-443-2;2-Amino-5-nitro-trifluorobenzene;2-trifluoromethyl-4-nitroaniline;SCHEMBL1532376;2-trifluormethyl-4-nitroaniline;4-nitro-2-trifluoromethylanilin;DTXSID50153095;4-Nitro-2-trifluoromethyl-phenylamine;4-Nitro-2-(trifluoromethyl)aniline #;AKOS000119238;2-Trifluoromethyl-4-nitro-benzeneamine;AC-6878;CS-W015340;SB77437;AS-12012;4-Nitro-2-(trifluoromethyl)aniline, 98%;A0805;AM20060300;FT-0611184;EN300-17348;W-108465;Z56922111

Chemical Property of 2-Amino-5-nitrobenzotrifluoride

Chemical Property:

• Appearance/Colour: yellow to brown powder
• Vapor Pressure: 1.01E-05mmHg at 25°C
• Melting Point: 90-93 °C
• Refractive Index: 1.427
• Boiling Point: 298 °C at 760 mmHg
• PKA: -1.92±0.36(Predicted)
• Flash Point: 134 °C
• PSA: 71.84000
• Density: 1.503 g/cm³
• LogP: 3.30020
• Storage Temp.: Store below +30°C.
• XLogP3: 2
• 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:

99% ^*data from raw suppliers

2-Amino-5-nitrobenzotrifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37-24/25-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(F)(F)F)N
• Description: 4-Nitro-2-(trifluoromethyl)aniline undergoes diazotization and coupling with:N-hydroxyalkylamino-5-naptholspyrazolones and naptholsulphonic acidsN-(2-cyanoethyl)-N-(hydroxyalkyl)anilines
• Uses: 4-Nitro-2-(trifluoromethyl)aniline was used in the synthesis of monoazo dyes.

Technology Process of 2-Amino-5-nitrobenzotrifluoride

There total 15 articles about 2-Amino-5-nitrobenzotrifluoride 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: 91.0%

3-trifluoromethylnitrobenzene (98-46-4) → 4-nitro-2-trifluoromethyl-aniline (121-01-7)

Guidance literature:

With potassium hydroxide; N,N-tetramethylene-thiocarbamoyl-sulphenamide; In ammonia;

DOI:10.1021/jo00044a002

Reference yield: 84.0%

C7H3F3N4O2 (1440512-30-0) → 4-nitro-2-trifluoromethyl-aniline (121-01-7)

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: 72.0%

4-chloro-3-(trifluoromethyl)nitrobenzene (777-37-7) → 4-nitro-2-trifluoromethyl-aniline (121-01-7)

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

upstream raw materials:

4-chloro-3-(trifluoromethyl)nitrobenzene

N-(4-nitro-2-(trifluoromethyl)phenyl)acetamide

3-trifluoromethylnitrobenzene

2-(trifluoromethyl)benzenamine

Downstream raw materials:

2-chloro-4-nitro-6-trifluoromethyl-aniline

1-iodo-4-nitro-2-(trifluoromethyl)benzene

2-bromo-4-nitro-6-trifluoromethylaniline

5-(4-Chloro-benzoyl)-2-hydroxy-3-methyl-N-(4-nitro-2-trifluoromethyl-phenyl)-benzamide

Refernces

• 1、 Xu, Jun,Cheng, Ke,Shen, Chao,Bai, Renren,Xie, Yuanyuan,Zhang, Pengfei. "Coordinating Activation Strategy-Induced Selective C?H Trifluoromethylation of Anilines". . p. 965 - 970. Retrieved 2018/02/12.
• 2、 Wu, Mingxi,Ji, Xinfei,Dai, Wenpeng,Cao, Song. "Copper-free direct C-H trifluoromethylation of acetanilides with sodium trifluoromethanesulfinate". . p. 8984 - 8989. Retrieved 2015/01/09.