4-Amino-3-nitrobenzonitrile

Base Information

• Chemical Name: 4-Amino-3-nitrobenzonitrile
• CAS No.: 6393-40-4
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.136
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID00344315
• Nikkaji Number: J62.879D
• Wikidata: Q72439974
• Mol file: 6393-40-4.mol

Synonyms:4-Amino-3-nitrobenzonitrile;6393-40-4;3-Nitro-4-aminobenzonitrile;4-Cyano-2-nitroaniline;Benzonitrile, 4-amino-3-nitro-;4-amino-3-nitro-benzonitrile;MFCD00013373;2-NITRO-4-CYANOANILINE;4-Ammo-3-nitrobenzonitrile;4-amino-3-nitroben-zonitrile;3-Nitro-4-amino-benzonitrile;4-Amino 3-nitro-benzonitrile;SCHEMBL203082;1-amino-2-nitro-4-cyanobenzene;JAHADAZIDZMHOP-UHFFFAOYSA-;DTXSID00344315;CS-M0344;4-Amino-3-nitrobenzonitrile, 98%;CL8204;STL577013;AKOS002347546;PS-3054;AC-24724;SY019312;AM20040938;FT-0617503;EN300-19048;J-514370;Z104472424;3-(Methoxyimino)-8-methyl-5-phenyl-1H-benzo[b]azepin-2(3H)-one

Chemical Property of 4-Amino-3-nitrobenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 4.58E-05mmHg at 25°C
• Melting Point: 159-162 °C(lit.)
• Refractive Index: 1.626
• Boiling Point: 349.8 °C at 760 mmHg
• PKA: -3.52±0.10(Predicted)
• Flash Point: 165.4 °C
• PSA: 95.63000
• Density: 1.41 g/cm³
• LogP: 2.15308
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Soluble in ethanol and benzene.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

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

4-Amino-3-nitrobenzonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)[N+](=O)[O-])N
• Uses: Gamma irradiations effect on release of 4-amino-3-nitrobenzonitrile from polyanhydride matrixes. 4-Amino-3-nitrobenzonitrile is used in gamma irradiations effect on release of this compound from polyanhydride matrixes.

Technology Process of 4-Amino-3-nitrobenzonitrile

There total 18 articles about 4-Amino-3-nitrobenzonitrile 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: 95.0%

N-(4-cyano-2-nitrophenyl)acetamide (29289-18-7) → 4-Amino 3-nitro-benzonitrile (6393-40-4)

Guidance literature:

With sulfuric acid; water; for 0.5h; Heating / reflux;

Reference yield: 77.0%

2-nitro-aniline (88-74-4) + acetonitrile (75-05-8,26809-02-9) → 4-Amino 3-nitro-benzonitrile (6393-40-4)

Guidance literature:

2-nitro-aniline; With N-iodo-succinimide; copper(II) perchlorate hexahydrate; oxygen; In acetonitrile; at 150 ℃; for 1.5h;

acetonitrile; With 2,2,6,6-tetramethyl-piperidine-N-oxyl; 1,10-Phenanthroline; 1,1,1,2,2,2-hexamethyldisilane; oxygen; at 150 ℃; for 72h;

DOI:10.1021/acs.orglett.5b00886

Reference yield: 74.0%

N-(4-cyanophenyl)acetamide (35704-19-9) → 4-Amino 3-nitro-benzonitrile (6393-40-4)

Guidance literature:

N-(4-cyanophenyl)acetamide; With sulfuric acid; potassium nitrate; at 0 ℃; for 3.5h;

With sulfuric acid; for 3h; Reflux;

DOI:10.21577/0103-5053.20170227

upstream raw materials:

4-chloro-3-nitrobenzonitrile

4-bromo-3-nitrobenzonitrile

3,4-dinitro-benzonitrile

N-(4-cyanophenyl)acetamide

Downstream raw materials:

4-cyano-1,2-phenylenediamine

4-amino-3-nitrobenzoic acid

5-benzofuroxancarbonitrile

2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile

Refernces

• 1、 de Souza, Thiago B.,Oliver, Josidel C.,Gomes, Ana Paula B.,Arag?o, Cícero Flávio S.,Ferreira, Leandro S.,Nogueira, Fernando Henrique A.,Dias, Amanda Latércia T.,Alves, Ricardo J.. "Synthesis and antimicrobial activity of glycosylated 2-Aryl?5?amidinobenzimidazoles". . p. 1304 - 1317. Retrieved 2018/05/07.
• 2、 Zhu, Yamin,Zhao, Mengdi,Lu, Wenkui,Li, Linyi,Shen, Zengming. "Acetonitrile as a cyanating reagent: Cu-catalyzed cyanation of arenes". supporting information. p. 2602 - 2605. Retrieved 2015/06/16.