2-Amino-3,5-dinitrobenzonitrile

Base Information

• Chemical Name: 2-Amino-3,5-dinitrobenzonitrile
• CAS No.: 22603-53-8
• Molecular Formula: C7H4 N4 O4
• Molecular Weight: 208.133
• Hs Code.: 2926909090
• European Community (EC) Number: 245-116-4
• NSC Number: 510656
• UNII: RE81DV5UPA
• DSSTox Substance ID: DTXSID6066812
• Nikkaji Number: J286.256E
• Wikidata: Q81993389
• ChEMBL ID: CHEMBL2007339
• Mol file: 22603-53-8.mol

Synonyms:2-Amino-3,5-dinitrobenzonitrile;22603-53-8;2-Cyano-4,6-dinitroaniline;Benzonitrile, 2-amino-3,5-dinitro-;RE81DV5UPA;EINECS 245-116-4;NSC 510656;NSC-510656;C7H4N4O4;23057-66-1;NSC510656;UNII-RE81DV5UPA;SCHEMBL2954149;CHEMBL2007339;DTXSID6066812;2-amino-3,5-dinitro-benzonitrile;2,4-DINITRO-6-CYANOANILINE;STK377465;AKOS005449155;ANTHRANILONITRILE, 3,5-DINITRO-;NCI60_004230;F81319;A816536

Chemical Property of 2-Amino-3,5-dinitrobenzonitrile

Chemical Property:

• Vapor Pressure: 5.86E-07mmHg at 25°C
• Melting Point: 217-218 °C
• Boiling Point: 410.8oC at 760 mmHg
• PKA: -8.17±0.10(Predicted)
• Flash Point: 202.2oC
• PSA: 141.45000
• Density: 1.63g/cm3
• LogP: 2.58448
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 208.02325462
• Heavy Atom Count: 15
• Complexity: 324

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C#N)N)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 2-Amino-3,5-dinitrobenzonitrile

There total 15 articles about 2-Amino-3,5-dinitrobenzonitrile 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: 84.5%

2-Methoxy-3,5-dinitrobenzonitrile (19019-04-6) → 1-amino-2-cyano-4,6-dinitrobenzene (22603-53-8)

Guidance literature:

With ammonia; In chlorobenzene; at 110 - 120 ℃; for 5h; under 11251.1 - 13501.4 Torr; Pressure; Temperature; Solvent; Autoclave;

Reference yield:

3,5-dinitrobenzonitrile (4110-35-4) + N-butylamine (109-73-9,85404-21-3) → 1-amino-2-cyano-4,6-dinitrobenzene (22603-53-8) + 4-butylamine-3,5-dinitrobenzonitrile (210821-59-3) + 2-butylamine-3,5-dinitrobenzonitrile

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 13 ℃; Electrochemical reaction;

DOI:10.1002/1099-0690(20021)2002:2<251::aid-ejoc251>3.0.co;2-a

Reference yield:

2-chloro-3,5-dinitrobenzonitrile (27697-45-6) → 1-amino-2-cyano-4,6-dinitrobenzene (22603-53-8)

Guidance literature:

With ammonia; In N,N-dimethyl-formamide; at 40 - 60 ℃; for 1h; Yield given;

upstream raw materials:

2-Methoxy-3,5-dinitrobenzonitrile

2-ethoxy-3,5-dinitro-benzonitrile

2-chloro-3,5-dinitrobenzonitrile

ammonia

Downstream raw materials:

3-acetylamino-4-(2'-cyano-4',6'-dinitrophenylazo)-N,N-diethylaniline

1-(2-cyano-4,6-dinitro-phenylamino)-2,4-dinitronaphthalene

Refernces

• 1、 Gallardo, Iluminada,Guirado, Gonzalo,Marquet, Jordi. "Electrochemical synthesis of nitroanilines". . p. 251 - 259. Retrieved 2007/10/03.
• 2、 -. "Navy-blue nitrophenylazonaphthylamino dyes". . . Retrieved 2008/06/13.