Cas no 320386-55-8 (1,2-Diamino-3,4-ethylenedioxybenzene)

1,2-Diamino-3,4-ethylenedioxybenzene structure
320386-55-8 structure
Product Name:1,2-Diamino-3,4-ethylenedioxybenzene
CAS No:320386-55-8
MF:C8H10N2O2
MW:166.177201747894
CID:916713
PubChem ID:4390463
Update Time:2025-10-29

1,2-Diamino-3,4-ethylenedioxybenzene Chemical and Physical Properties

Names and Identifiers

    • 1,2-Diamino-3,4-ethylenedioxybenzene
    • 2,3-Dihydro-1,4-benzodioxin-5,6-diamine
    • 3,4-Ethylenedioxy-1,2-phenylenediamine
    • HY-W324406
    • WFWLTLOQUABGLN-UHFFFAOYSA-N
    • CS-0364923
    • SCHEMBL4923363
    • DTXSID80402765
    • 320386-55-8
    • 2,3-Dihydrobenzo[b][1,4]dioxine-5,6-diamine
    • J-018610
    • AKOS005174018
    • 2,3-dihydro-1,4-benzodioxine-5,6-diamine
    • 2,3-Dihydro-1,4-benzodioxin-5,6-diamine; 3,4-Ethylenedioxy-1,2-phenylenediamine;
    • G61932
    • 1,4-benzodioxin-5,6-diamine, 2,3-dihydro-, dihydrochloride
    • ALBB-013752
    • DA-69642
    • Inchi: 1S/C8H10N2O2/c9-5-1-2-6-8(7(5)10)12-4-3-11-6/h1-2H,3-4,9-10H2
    • InChI Key: WFWLTLOQUABGLN-UHFFFAOYSA-N
    • SMILES: O1CCOC2C=CC(=C(C1=2)N)N

Computed Properties

  • Exact Mass: 166.0743
  • Monoisotopic Mass: 166.074
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 165
  • 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: 70.5A^2
  • XLogP3: 0.3

Experimental Properties

  • Density: 1.352
  • Melting Point: 99-101°C
  • Boiling Point: 345.9°C at 760 mmHg
  • Flash Point: 193.4°C
  • Refractive Index: 1.662
  • Stability/Shelf Life: Light Sensitive
  • PSA: 70.5

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1,2-Diamino-3,4-ethylenedioxybenzene Related Literature

Additional information on 1,2-Diamino-3,4-ethylenedioxybenzene

1,2-Diamino-3,4-ethylenedioxybenzene (CAS 320386-55-8): A Versatile Building Block for Advanced Materials

In the realm of organic chemistry and material science, 1,2-Diamino-3,4-ethylenedioxybenzene (CAS 320386-55-8) has emerged as a crucial intermediate compound with wide-ranging applications. This diamino-substituted benzene derivative features an ethylenedioxy bridge that imparts unique electronic properties, making it particularly valuable in the development of conductive polymers, organic semiconductors, and fluorescent materials.

The molecular structure of 1,2-Diamino-3,4-ethylenedioxybenzene combines the electron-donating amino groups with the electron-accepting ethylenedioxy moiety, creating a push-pull electronic system that has attracted significant attention from researchers working on organic electronics and optoelectronic devices. Recent studies in 2023 have highlighted its potential in next-generation OLED materials, particularly for blue-emitting layers where stability and efficiency remain key challenges.

From a synthetic chemistry perspective, CAS 320386-55-8 serves as an excellent precursor for various heterocyclic compounds and coordination complexes. The two amino groups provide multiple sites for further functionalization, allowing the creation of diverse derivatives with tailored properties. This versatility has made it a popular choice in medicinal chemistry research, where it's being explored as a scaffold for novel bioactive molecules, though none have reached clinical stages as of 2024.

The thermal stability and solubility characteristics of 1,2-Diamino-3,4-ethylenedioxybenzene make it particularly suitable for solution-processable electronic materials - a key requirement for cost-effective manufacturing of flexible electronics and printed electronics. Researchers are investigating its incorporation into organic thin-film transistors (OTFTs) and organic photovoltaics, where its electron transport properties show promise for improving device performance.

In analytical chemistry applications, derivatives of CAS 320386-55-8 have shown potential as fluorescence probes for metal ion detection. The ethylenedioxy bridge provides rigidity to the molecular structure, enhancing fluorescence quantum yields compared to simpler diamino benzene analogs. This has led to its exploration in environmental sensing applications, particularly for detecting transition metal ions in aqueous systems.

The commercial availability of 1,2-Diamino-3,4-ethylenedioxybenzene has improved significantly in recent years, with several specialty chemical suppliers now offering it in research quantities. Current market trends indicate growing demand from academic institutions and corporate R&D departments focused on advanced material development. Pricing remains relatively high due to the multi-step synthesis required, but process optimizations are expected to bring costs down as applications mature.

From a safety perspective, standard laboratory precautions are recommended when handling CAS 320386-55-8. While not classified as highly hazardous, proper personal protective equipment including gloves and eye protection should be used, and operations should be conducted in well-ventilated areas. The compound shows good stability under normal storage conditions, typically supplied as a crystalline solid that can be stored at room temperature when protected from moisture and light.

Looking forward, the unique properties of 1,2-Diamino-3,4-ethylenedioxybenzene position it as a key player in the development of sustainable electronic materials. As the push for green chemistry and eco-friendly electronics intensifies, researchers are particularly interested in its potential for creating biodegradable electronic components. The compound's ability to form stable complexes with various metals also opens possibilities in catalysis applications, where it could serve as a ligand in environmentally benign catalytic systems.

For researchers considering working with CAS 320386-55-8, recent literature suggests particular promise in combining this building block with carbon nanomaterials like graphene derivatives to create hybrid materials with enhanced electronic properties. The amino groups facilitate covalent attachment to carbon surfaces, while the ethylenedioxy moiety helps modulate electron transfer characteristics - an approach that could lead to breakthroughs in energy storage materials and molecular electronics.

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