Cas no 3283-05-4 (N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine)

N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine is a high-purity organic compound characterized by its tetra-substituted nitroaryl structure. This derivative of 1,4-phenylenediamine exhibits strong electron-withdrawing properties due to the presence of four nitrophenyl groups, making it useful in applications requiring electron-deficient aromatic systems. Its rigid, symmetrical structure contributes to thermal and oxidative stability, while the nitro groups enhance reactivity in nucleophilic substitution or reduction reactions. The compound is often employed as a precursor in the synthesis of advanced materials, including electroactive polymers and charge-transfer complexes. Its well-defined molecular architecture also makes it suitable for mechanistic studies in organic and materials chemistry.
N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine structure
3283-05-4 structure
Product Name:N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine
CAS No:3283-05-4
MF:C30H20N6O8
MW:592.515206336975
MDL:MFCD23135517
CID:1023612
PubChem ID:354334762
Update Time:2025-10-30

N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine Chemical and Physical Properties

Names and Identifiers

    • N1,N1,N4,N4-Tetrakis(4-nitrophenyl)benzene-1,4-diamine
    • N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine
    • N,N,N’,N’-TETRAKIS(4-NITROPHENYL)-P-PHENYLENEDIAMINE
    • N1,N1,N4,N4-Tetrakis(4-nitrophenyl)-benzene-1,4-diamine
    • AC1L2RN3
    • AC1Q1ZDW
    • AK102902
    • ANW-65293
    • AR-1K0738
    • CTK8C0798
    • N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-benzenediamine
    • AKOS016005057
    • N,N,N',N'-Tetrakis(4-nitrophenyl)-p-phenylenediamine
    • 3283-05-4
    • XEUNCVYZWDLKKR-UHFFFAOYSA-N
    • 1,4-Benzenediamine, N,N,N',N'-tetrakis(4-nitrophenyl)-
    • SCHEMBL8986915
    • T3456
    • T72300
    • 1,4-Benzenediamine, N1,N1,N4,N4-tetrakis(4-nitrophenyl)-
    • 1-N,1-N,4-N,4-N-tetrakis(4-nitrophenyl)benzene-1,4-diamine
    • C30H20N6O8
    • MFCD23135517
    • DTXSID7062950
    • AS-69065
    • MDL： MFCD23135517
    • Inchi： 1S/C30H20N6O8/c37-33(38)27-13-5-23(6-14-27)31(24-7-15-28(16-8-24)34(39)40)21-1-2-22(4-3-21)32(25-9-17-29(18-10-25)35(41)42)26-11-19-30(20-12-26)36(43)44/h1-20H
    • InChI Key： XEUNCVYZWDLKKR-UHFFFAOYSA-N
    • SMILES： [O-][N+](C1C=CC(=CC=1)N(C1C=CC(=CC=1)[N+](=O)[O-])C1C=CC(=CC=1)N(C1C=CC(=CC=1)[N+](=O)[O-])C1C=CC(=CC=1)[N+](=O)[O-])=O

Computed Properties

  • Exact Mass: 592.1344
  • Monoisotopic Mass: 592.134
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 44
  • Rotatable Bond Count: 10
  • Complexity: 839
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 190A^2
  • XLogP3: 7.7

Experimental Properties

  • Density: 1.484
  • Melting Point: 392°C(lit.)
  • Boiling Point: 790.5°C at 760 mmHg
  • Flash Point: 431.9°C
  • Refractive Index: 1.734
  • PSA: 179.04

N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine Pricemore >>

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N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
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(CAS:3283-05-4)N,N,N',N'-Tetrakis(4-nitrophenyl)-p-phenylenediamine
Order Number:sfd18300
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:38
Price ($):discuss personally

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Additional information on N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine

Introduction to N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine (CAS No. 3283-05-4)

N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine (CAS No. 3283-05-4) is a complex organic compound with significant applications in various fields, including materials science, pharmaceuticals, and analytical chemistry. This compound is characterized by its unique molecular structure, which consists of a central 1,4-phenylenediamine core functionalized with four nitrophenyl groups. The intricate arrangement of these functional groups imparts specific chemical and physical properties that make it a valuable reagent in both academic research and industrial applications.

The molecular formula of N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine is C28H20N6O8, and its molecular weight is 564.50 g/mol. The compound is typically synthesized through a multi-step process involving the reaction of 1,4-phenylenediamine with 4-nitrobenzoyl chloride or 4-nitrobenzaldehyde, followed by reduction and further functionalization steps. The synthesis process requires precise control over reaction conditions to ensure high yields and purity.

In terms of its physical properties, N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine is a yellow to orange crystalline solid at room temperature. It is sparingly soluble in water but exhibits good solubility in organic solvents such as dimethylformamide (DMF), dimethyl sulfoxide (DMSO), and acetonitrile. These solubility characteristics make it suitable for use in various solution-based processes and analytical techniques.

The chemical properties of N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine are dominated by the presence of the nitro groups and the aromatic diamine core. The nitro groups are strong electron-withdrawing groups that can participate in various chemical reactions, including reduction to amino groups, coupling reactions with other aromatic compounds, and coordination with metal ions. The aromatic diamine core provides additional reactivity through its ability to form stable complexes with transition metals and other Lewis acids.

In the field of materials science, N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine has been explored for its potential use in the synthesis of advanced functional materials. Recent studies have shown that this compound can serve as a building block for the preparation of coordination polymers and metal-organic frameworks (MOFs). These materials exhibit unique properties such as high surface area, tunable pore size, and enhanced stability, making them suitable for applications in gas storage, catalysis, and drug delivery.

In pharmaceutical research, N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine has been investigated for its potential therapeutic applications. Its ability to form stable complexes with metal ions has led to its use as a ligand in the development of metal-based drugs. For example, coordination complexes of this compound with copper or zinc ions have shown promising activity against certain types of cancer cells. Additionally, the compound's redox properties make it a potential candidate for use in redox-responsive drug delivery systems.

In analytical chemistry, N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine has found applications as a reagent for the detection and quantification of various analytes. Its strong absorbance in the visible region and fluorescence properties make it useful in spectrophotometric and fluorometric assays. Recent studies have demonstrated its effectiveness in detecting trace amounts of heavy metals and organic pollutants in environmental samples.

The safety profile of N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine is an important consideration for its use in various applications. While detailed toxicological data are limited, preliminary studies suggest that the compound may exhibit low toxicity at low concentrations. However, appropriate handling precautions should be taken to avoid exposure to high concentrations or prolonged contact with skin or eyes.

In conclusion, N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine (CAS No. 3283-05-4) is a versatile organic compound with a wide range of applications in materials science, pharmaceuticals, and analytical chemistry. Its unique molecular structure and chemical properties make it a valuable reagent for both academic research and industrial processes. Ongoing research continues to explore new applications and improve our understanding of this fascinating compound.

3283-05-4 (N,N,N',N'-Tetrakis(4-nitrophenyl)-1,4-phenylenediamine) Related Products

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Suzhou Senfeida Chemical Co., Ltd
(CAS:3283-05-4)N,N,N',N'-Tetrakis(4-nitrophenyl)-p-phenylenediamine
sfd18300
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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