3,3'-Dinitrobenzidine

Base Information

• Chemical Name: 3,3'-Dinitrobenzidine
• CAS No.: 6271-79-0
• Molecular Formula: C12H10N4O4
• Molecular Weight: 274.236
• Hs Code.: 2921590090
• European Community (EC) Number: 228-457-3
• NSC Number: 37067
• UNII: 7M226SQ8G9
• DSSTox Substance ID: DTXSID8036861
• Nikkaji Number: J81.170J
• Wikidata: Q27268555
• ChEMBL ID: CHEMBL1332082
• Mol file: 6271-79-0.mol

Synonyms:3,3'-Dinitrobenzidine;6271-79-0;3,3'-dinitro-[1,1'-biphenyl]-4,4'-diamine;3,3'-dinitrobiphenyl-4,4'-diamine;Benzidine, 3,3'-dinitro-;4-(4-amino-3-nitrophenyl)-2-nitroaniline;3,3-DINITROBENZIDINE;CCRIS 6584;EINECS 228-457-3;(1,1'-Biphenyl)-4,4'-diamine, 3,3'-dinitro-;BRN 2817867;UNII-7M226SQ8G9;3,3'-Dinitro-(1,1'-biphenyl)-4,4'-diamine;7M226SQ8G9;[1,1'-Biphenyl]-4,4'-diamine,3,3'-dinitro-;[1,1'-Biphenyl]-4,4'-diamine, 3,3'-dinitro-;NSC-37067;3,3'-Dinitro(1,1'-biphenyl)-4,4'-diamine;3,3'-Dinitro[1,1'-biphenyl]-4,4'-diamine;3.3'-Dinitrobenzidin;3,3/'-Dinitrobenzidine;CBDivE_002834;YSWG376;MLS000712830;SCHEMBL737722;CHEMBL1332082;DTXSID8036861;OCEINMLGYDSKFW-UHFFFAOYSA-;HMS2683J16;NSC37067;3,3'-dinitro-4,4'-diaminobiphenyl;BBL034682;MFCD00024264;NSC 37067;STL426748;4,4'-Diamino-3,3'-dinitrobiphenyl;AKOS000601250;CCG-238561;CS-W012336;NCGC00245119-01;AS-47931;LS-32421;SMR000282597;D0822;EU-0099875;FT-0636057;4-(4-amino-3-nitro-phenyl)-2-nitro-aniline;3,3 inverted exclamation mark -Dinitrobenzidine;F17027;AB00585581-02;3,3'-Dinitro[1,1'-biphenyl]-4,4'-diamine #;A937198;3,3'-DINITRO-1,1'-BIPHENYL-4,4'-DIAMINE;Q27268555;Z56791125;F0722-8814;InChI=1/C12H10N4O4/c13-9-3-1-7(5-11(9)15(17)18)8-2-4-10(14)12(6-8)16(19)20/h1-6H,13-14H2

Chemical Property of 3,3'-Dinitrobenzidine

Chemical Property:

• Appearance/Colour: Brown Oily Solid
• Vapor Pressure: 4.98E-10mmHg at 25°C
• Melting Point: 275 °C
• Refractive Index: 1.721
• Boiling Point: 497.4 °C at 760 mmHg
• PKA: -0.54±0.10(Predicted)
• Flash Point: 254.6 °C
• PSA: 143.68000
• Density: 1.498 g/cm³
• LogP: 4.54320
• Storage Temp.: Refrigerator
• Solubility.: Acetone, DMSO
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 274.07020481
• Heavy Atom Count: 20
• Complexity: 345

Purity/Quality:

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

3,3’-Dinitrobenzidine ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=CC(=C(C=C2)N)[N+](=O)[O-])[N+](=O)[O-])N
• Uses: 3,3'-Dinitrobenzidine is used for preparation of symmetrical bis-benzimidazole derivatives for inhibition of gastric acid secretion.

Technology Process of 3,3'-Dinitrobenzidine

There total 23 articles about 3,3'-Dinitrobenzidine 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: 89.0%

4-iodo-2-nitroaniline (20691-72-9) → 3,3'-dinitrobenzidine (6271-79-0)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; triethylamine; In toluene; at 110 ℃; for 12h;

DOI:10.1016/j.tetlet.2006.05.062

Reference yield: 83.62%

3,3'-dinitro-4,4'-diacetylaminobiphenyl (6378-90-1) → 3,3'-dinitrobenzidine (6271-79-0)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 0.666667h;

Reference yield:

N,N'-Diacetylbenzidin (613-35-4) → 3,3'-dinitrobenzidine (6271-79-0)

Guidance literature:

DOI:10.1016/0165-1218(93)90027-B

upstream raw materials:

4,4'-dichloro-3,3'-dinitro-biphenyl

N,N'-(3-nitro-biphenyl-4,4'-diyl)-bis-acetamide

N,N'-(3,3'-dinitro-biphenyl-4,4'-diyl)-bis-toluene-4-sulfonamide

3,3'-dinitro-4,4'-diacetylaminobiphenyl

Downstream raw materials:

3-nitro-benzidine

4,4'-dichlorobiphenyl

1H,1'H-5,5'-bibenzo[d]imidazole

3,3',4,4'-tetraaminobiphenyl

Refernces

• 1、 Yang, Yan-Hui,Cheng, Mao-Sheng,Wang, Qing-He,Nie, Han,Liao, Na,Wang, Jian,Chen, Hong. "Design, synthesis, and anti-tumor evaluation of novel symmetrical bis-benzimidazoles". experimental part. p. 1808 - 1812. Retrieved 2009/06/28.
• 2、 -. "A NOVEL CATALYTIC PROCESS FOR THE PRODUCTION OF 3,3', 4,4'-TETRAMINOBIPHENYL". Page/Page column 8. . Retrieved 2010/02/14.