4,5-Dinitrobenzene-1,2-diamine

Base Information

• Chemical Name: 4,5-Dinitrobenzene-1,2-diamine
• CAS No.: 32690-28-1
• Molecular Formula: C6H6N4O4
• Molecular Weight: 198.138
• Hs Code.: 2921590090
• NSC Number: 170936
• DSSTox Substance ID: DTXSID10403341
• Nikkaji Number: J88.818D
• Wikidata: Q72472496
• Mol file: 32690-28-1.mol

Synonyms:4,5-dinitrobenzene-1,2-diamine;32690-28-1;1,2-Benzenediamine, 4,5-dinitro-;4,5-dinitro-o-phenylenediamine;1,2-diamino-4,5-dinitrobenzene;NSC170936;SCHEMBL1258484;4,5-dinitro-1,2-diaminobenzene;DTXSID10403341;4,5-Dinitro-1,2-benzenediamine;4,5-Dinitro-benzene-1,2-diamine;4,5-dinitro-1,2-phenylene-diamine;4,5-Dinitro-1,2-benzenediamine #;MFCD03427595;AKOS006276993;NSC-170936;AS-40417;4,5-DINITRO-1,2-PHENYLENEDIAMINE;4,5-DINITRO-O-PHENYLENEDIAMINE,98%;CS-0451047;FT-0699488

Chemical Property of 4,5-Dinitrobenzene-1,2-diamine

Chemical Property:

• Appearance/Colour: dark green crystalline powder
• Vapor Pressure: 8.98E-12mmHg at 25°C
• Melting Point: 216-218℃
• Refractive Index: 1.747
• Boiling Point: 541.1 °C at 760mmHg
• PKA: 0.15±0.10(Predicted)
• Flash Point: 281 °C
• PSA: 143.68000
• Density: 1.683 g/cm³
• LogP: 2.87620
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 198.03890469
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

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

4,5-DINITROBENZENE-1,2-DIAMINE 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,5-Dinitrobenzene-1,2-diamine

There total 5 articles about 4,5-Dinitrobenzene-1,2-diamine 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,N′-(4,5-diamino-1,2-phenylene)bis(4-methylbenzenesulfonamide) (23680-12-8) → 4,5-dinitro-1,2-phenylenediamine (32690-28-1)

Guidance literature:

N,N′-(4,5-diamino-1,2-phenylene)bis(4-methylbenzenesulfonamide); With sulfuric acid; for 4h; Heating;

With sodium carbonate; In water;

DOI:10.1002/ejoc.200500548

Reference yield: 73.12%

4,5-dinitro-N1,N2-ditosyl-o-phenylenediamine (29420-81-3) → 4,5-dinitro-1,2-phenylenediamine (32690-28-1)

Guidance literature:

With sulfuric acid; at 110 ℃; for 2h;

Reference yield:

1,2-diamino-benzene (95-54-5) → 4,5-dinitro-1,2-phenylenediamine (32690-28-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: nitric acid; acetic acid

3: sulfuric acid

With pyridine; sulfuric acid; nitric acid; acetic acid;

upstream raw materials:

N,N′-(4,5-diamino-1,2-phenylene)bis(4-methylbenzenesulfonamide)

4,5-dinitro-N¹,N²-ditosyl-o-phenylenediamine

1,2-diamino-benzene

1,2-bis-(p-methylphenylsulfonamido)-benzene

Downstream raw materials:

2,3-dipyrrol-2'-yl-6,7-dinitroquinoxaline

6,7-Dinitro-2-(4-trifluoromethoxyphenyl)quinoxaline

2-Methyl-6,7-dinitro-3-phenylquinoxaline

2-(3,4-Dichlorophenyl)-6,7-dinitroquinoxaline

Refernces

• 1、 Kise, Koki,Osuka, Atsuhiro. "Singly and Doubly Quinoxaline-Fused BIII Subporphyrins". supporting information. p. 15493 - 15497. Retrieved 2019/11/14.
• 2、 Seillan, Claire,Braunstein, Pierre,Siri, Olivier. "Selective reduction of carbonyl amides: Toward the first unsymmetrical bischelating N-substituted 1,2-diamino-4,5-diamidobenzene". scheme or table. p. 3113 - 3117. Retrieved 2009/04/10.