2,4-Dinitrodiphenylamine

Base Information

• Chemical Name: 2,4-Dinitrodiphenylamine
• CAS No.: 961-68-2
• Molecular Formula: C12H9N3O4
• Molecular Weight: 259.221
• Hs Code.: 29214400
• European Community (EC) Number: 213-508-4
• NSC Number: 6150
• DSSTox Substance ID: DTXSID7061354
• Nikkaji Number: J37.586A,J3.200.801A
• Wikidata: Q72472502
• ChEMBL ID: CHEMBL4443557
• Mol file: 961-68-2.mol

Synonyms:2,4-Dinitrodiphenylamine;2,4-Dinitro-N-phenylaniline;961-68-2;Serisol Yellow 2G;Supracet Yellow 3G;C.I. Disperse Yellow 14;o,p-Dinitrodiphenylamine;Acetoquinone Yellow 5JZ;Benzenamine, 2,4-dinitro-N-phenyl-;N-Phenyl-2,4-dinitroaniline;Diphenylamine, 2,4-dinitro-;N-(2,4-Dinitrophenyl)aniline;NSC 6150;C.I. 10340;2,4-dinitro-N-phenyl-aniline;EINECS 213-508-4;BRN 1996954;AI3-02914;MFCD00007223;4-12-00-01692 (Beilstein Handbook Reference);2,4-Dinitrodiphenylamin;Diphenylamine,4-dinitro-;SCHEMBL293916;2,4-Dinitro-N-phenylaniline #;CHEMBL4443557;DTXSID7061354;2,4-Dinitrodiphenylamine, 98%;Benzenamine,4-dinitro-N-phenyl-;NSC6150;(2,4-dinitro-phenyl)-phenyl-amine;AMY25099;NSC-6150;STK266239;AKOS000286101;N-(2,4-dinitrophenyl)-N-phenylamine;AS-58183;LS-62874;N-Phenyl-N-(2,4-dinitrophenyl)amine anion;D0278;FT-0633196;D89621;EN300-175017;A845554;W-100147;Z31199805;F0020-1341

Chemical Property of 2,4-Dinitrodiphenylamine

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 4.66E-07mmHg at 25°C
• Melting Point: 159-161 °C(lit.)
• Refractive Index: 1.693
• Boiling Point: 413.8 °C at 760 mmHg
• PKA: -4.93±0.10(Predicted)
• Flash Point: 204.1 °C
• PSA: 103.67000
• Density: 1.446g/cm³
• LogP: 4.36600
• Solubility.: acetone: soluble25mg/mL, clear, orange to red
• Water Solubility.: 1.322mg/L(25 oC)
• 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: 333

Purity/Quality:

98% ^*data from raw suppliers

2,4-Dinitrodiphenylamine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitroanilines
• Canonical SMILES: C1=CC=C(C=C1)NC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 2,4-Dinitrodiphenylamine

There total 72 articles about 2,4-Dinitrodiphenylamine 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: 98.0%

2,4-dinitrobromobenzene (584-48-5) + aniline (62-53-3) → N-phenyl-2,4-dinitroaniline (961-68-2)

Guidance literature:

With tetrabutylammomium bromide; palladium diacetate; caesium carbonate; ruphos; In dimethyl sulfoxide; at 100 ℃; for 17h; Inert atmosphere;

DOI:10.1039/c7nj01095h

Reference yield: 97.0%

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + aniline (62-53-3) → N-phenyl-2,4-dinitroaniline (961-68-2)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; for 25h; Inert atmosphere;

Reference yield: 96.0%

2,4-dinitrophenyl N-phenylbenzimidate (107569-59-5) → N-phenyl-2,4-dinitroaniline (961-68-2) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With sodium hydroxide; In water; for 4h; Ambient temperature;

upstream raw materials:

1,4-dioxane

aniline

1-chloro-2,4-dinitro-benzene

tetrachloromethane

Downstream raw materials:

2,4-Dinitrodiphenylacetamide

bis(2,4-dinitrophenyl)amine

2,4-Dinitrophenol

aniline

Refernces

• 1、 Lockhart. "-". . p. 1980,1981, 1983. Retrieved 1959.
• 2、 Habibi-Yangjeh, Aziz,Jafari-Tarzanag, Yahya,Banaei, Ali Reza. "Solvent effects on kinetics of an aromatic nucleophilic substitution reaction in mixtures of an ionic liquid with molecular solvents and prediction using artificial neural networks". . p. 153 - 159. Retrieved 2009.
• 3、 Nudelman, N. Sbarbati,Alvaro, Cecilia E. S.,Yankelevich, Jeanette S.. "Aggregation effects in the reactions of 2,4-dinitrochlorobenzene with aniline in aprotic solvents". . p. 2125 - 2130. Retrieved 1997.
• 4、 Nudelman, N. Sbarbati,Savini, Monica,Alvaro, C. E. Silvana,Nicotra, Viviane,Yankelevich, Jeanette. "Reaction of 2,4-dinitrochlorobenzene with aniline. Solvent effects and molecular complex formation". . p. 1627 - 1630. Retrieved 1999.
• 5、 Tokay, Esra,Güng?r, Tu?ba,Hac?o?lu, Nelin,?nder, Ferah C?mert,Gülhan, ünzile Güven,Tok, Tu?ba Ta?k?n,?elik, Ayhan,Ay, Mehmet,K??kar, Feray. "Prodrugs for nitroreductase-based cancer therapy-3: Antitumor activity of the novel dinitroaniline prodrugs/Ssap-NtrB enzyme suicide gene system: Synthesis, in vitro and in silico evaluation in prostate cancer". . . Retrieved 2019/12/24.
• 6、 Harifi-Mood, Ali Reza,Khorshahi, Hasan. "Deep eutectic solvent as an operative media on structure-reactivity relationships". . p. 511 - 519. Retrieved 2019/04/14.