2-Amino-3-trifluoromethylbenzonitrile

Base Information

• Chemical Name: 2-Amino-3-trifluoromethylbenzonitrile
• CAS No.: 58458-14-3
• Molecular Formula: C8H5F3N2
• Molecular Weight: 186.136
• Hs Code.: 2926909090
• European Community (EC) Number: 675-626-6
• DSSTox Substance ID: DTXSID10933370
• Wikidata: Q72442770
• Mol file: 58458-14-3.mol

Synonyms:58458-14-3;2-amino-3-trifluoromethylbenzonitrile;2-amino-3-(trifluoromethyl)benzonitrile;Benzonitrile, 2-amino-3-(trifluoromethyl)-;2-amino-3-(trifluoromethyl)-benzonitrile;SCHEMBL3657863;2-cyano-6-trifluoromethylaniline;DTXSID10933370;CL8138;MFCD04972665;2-amino-3-trifluoromethyl-benzonitrile;AKOS005256313;AC-2319;AM62037;PS-8482;A8273;CS-0099431;FT-0647560;J-507807

Chemical Property of 2-Amino-3-trifluoromethylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.01mmHg at 25°C
• Melting Point: 62-65 °C
• Refractive Index: 1.499
• Boiling Point: 263.9 °C at 760 mmHg
• PKA: -1.32±0.10(Predicted)
• Flash Point: 113.4 °C
• PSA: 49.81000
• Density: 1.37 g/cm³
• LogP: 2.74048
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 186.04048265
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Amino-3-trifluoromethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)C(F)(F)F)N)C#N
• Uses: 2-Amino-3-trifluoromethylbenzonitrile is a useful intermediate for the preparation of chloro and trifluoromethyl derivatives of benzisothiazoles.

Technology Process of 2-Amino-3-trifluoromethylbenzonitrile

There total 10 articles about 2-Amino-3-trifluoromethylbenzonitrile 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: 92.0%

potassiumhexacyanoferrate(II) trihydrate + C7H5F3IN → 2-amino-3-trifluoromethylbenzonitrile (58458-14-3)

Guidance literature:

With palladium diacetate; sodium carbonate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In N,N-dimethyl acetamide; at 120 ℃; for 8h;

DOI:10.1055/s-0034-1379899

Reference yield: 60.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + 3-Azido-7-trifluoromethyl-benzo[c]isothiazole (91534-20-2) → 2-amino-3-trifluoromethylbenzonitrile (58458-14-3) + 2-(2-Thia-3-aza-bicyclo[2.2.1]hept-5-en-3-yl)-3-trifluoromethyl-benzonitrile

Guidance literature:

In diethyl ether; Ambient temperature; Irradiation;

DOI:10.1039/c39840000374

Reference yield:

aqueous ferrous sulfate + copper(l) cyanide + 2-bromo-6-trifluoromethylphenylamine (58458-13-2) → 2-amino-3-trifluoromethylbenzonitrile (58458-14-3)

Guidance literature:

In N-methyl-acetamide;

upstream raw materials:

7-Trifluoromethylisatin β-oxime

cyclopenta-1,3-diene

3-Azido-7-trifluoromethyl-benzo[c]isothiazole

2-Thionitroso-3-trifluoromethyl-benzonitrile

Downstream raw materials:

(E)-2-(3,3-diisopropyltriaz-1-enyl)-3-(trifluoromethyl)benzonitrile

(E)-2-(3,3-diethyltriaz-1-enyl)-3-(trifluoromethyl)benzonitrile

C₁₂H₁₇NO

Refernces

• 1、 Xu, Zhicheng,Xiao, Yunqing,Ding, Hong,Cao, Changsheng,Li, Haitao,Pang, Guangsheng,Shi, Yanhui. "Palladium/N-Heterocyclic carbene catalyzed mono- and double-cyanation of aryl halides using potassium ferrocyanide trihydrate under aerobic conditions". . p. 1560 - 1566. Retrieved 2015/06/02.
• 2、 -. "Process for producing trifluoromethylbenzylamines". . . Retrieved 2008/06/13.