Bis(2-nitrophenyl)amine

Base Information

• Chemical Name: Bis(2-nitrophenyl)amine
• CAS No.: 18264-71-6
• Molecular Formula: C12H9 N3 O4
• Molecular Weight: 259.221
• Hs Code.: 2921499090
• European Community (EC) Number: 242-138-6
• NSC Number: 68781
• DSSTox Substance ID: DTXSID30171313
• Nikkaji Number: J140.989A
• Wikidata: Q72472504
• ChEMBL ID: CHEMBL2140493
• Mol file: 18264-71-6.mol

Synonyms:Bis(2-nitrophenyl)amine;18264-71-6;2,2'-Dinitrodiphenylamine;2-Nitro-N-(2-nitrophenyl)aniline;Benzenamine, 2-nitro-N-(2-nitrophenyl)-;2,2'-Dinitrophenylamine;Diphenylamine, 2,2'-dinitro-;NSC68781;2,2/'-Dinitrodiphenylamine;MLS002693638;EINECS 242-138-6;NSC 68781;Diphenylamine,2'-dinitro-;2, 2'-Dinitrodiphenylamine;NCIOpen2_003406;SCHEMBL397773;CHEMBL2140493;DTXSID30171313;HMS3086O13;N-(2-Nitrophenyl)-2-nitroaniline;MFCD01861530;NSC-68781;2-Nitro-N-(2-nitrophenyl)aniline #;2-Nitro-N-(2-nitrophenyl)benzenamine;AKOS003599863;AS-49878;SMR001559583;CS-0361222;FT-0659250;N11860;A812716;SR-01000205829;SR-01000205829-1;Hydroxy(2-(2-(hydroxy(oxido)amino)anilino)phenyl)azane oxide;methyl 3-[8,13-bis[1-(2-hydroxyethoxy)ethyl]-18-(3-methoxy-3-oxo-propyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoate

Chemical Property of Bis(2-nitrophenyl)amine

Chemical Property:

• Vapor Pressure: 8.42E-07mmHg at 25°C
• Boiling Point: 406 °C at 760 mmHg
• Flash Point: 199.3 °C
• PSA: 103.67000
• Density: 1.446 g/cm³
• LogP: 4.36600
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 259.05930578
• Heavy Atom Count: 19
• Complexity: 307

Purity/Quality:

98%min ^*data from raw suppliers

Bis(2-nitrophenyl)amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)NC2=CC=CC=C2[N+](=O)[O-])[N+](=O)[O-]

Technology Process of Bis(2-nitrophenyl)amine

There total 25 articles about Bis(2-nitrophenyl)amine 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: 99.0%

2-nitro-aniline (88-74-4) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → bis(2-nitrophenyl)amine (18264-71-6)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 120 ℃; for 36h;

DOI:10.1021/ja510558d

Reference yield: 95.0%

2-nitrophenyl bromide (577-19-5) + 2-nitro-aniline (88-74-4) → bis(2-nitrophenyl)amine (18264-71-6)

Guidance literature:

With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 110 ℃; for 24h;

DOI:10.1021/ol050198y

Reference yield: 82.0%

2-nitro-aniline (88-74-4) + potassium o-nitrobenzoate (15163-59-4) → bis(2-nitrophenyl)amine (18264-71-6)

Guidance literature:

With copper(II) sulfate; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 12h; Schlenk technique; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.12.085

upstream raw materials:

ethanol

bis-(2-nitro-phenyl)-nitroso-amine

N-nitroso(2-nitrophenyl)phenylamine

N,N'-bis-(2-nitro-benzenesulfonyl)-guanidine

Downstream raw materials:

bis(2,4-dinitrophenyl)amine

Phenazin

5,10-dihydrophenazine

(2,4-dinitro-phenyl)-(2-nitro-phenyl)-amine

Refernces

• 1、 -. "Preparation method of secondary aromatic amine". Paragraph 0014. . Retrieved 2021/03/31.
• 2、 Lim, Soohyun,Radosevich, Alexander T.. "Round-Trip Oxidative Addition, Ligand Metathesis, and Reductive Elimination in a PIII/PVSynthetic Cycle". supporting information. p. 16188 - 16193. Retrieved 2020/10/26.