Cas no 916325-86-5 (1,2-Benzenediamine, 3-(methoxymethyl)-)

1,2-Benzenediamine, 3-(methoxymethyl)- is a substituted aromatic diamine featuring a methoxymethyl functional group at the 3-position. This compound is of interest in organic synthesis and polymer chemistry due to its bifunctional amine groups, which enable participation in condensation reactions, such as polyimide or polyurea formation. The methoxymethyl substituent enhances solubility in polar organic solvents, facilitating processing in advanced material applications. Its structure also allows for further functionalization, making it a versatile intermediate in the development of specialty chemicals, coatings, or adhesives. Careful handling is required due to the reactivity of aromatic amines. Storage under inert conditions is recommended to prevent oxidation.
1,2-Benzenediamine, 3-(methoxymethyl)- structure
916325-86-5 structure
Product Name:1,2-Benzenediamine, 3-(methoxymethyl)-
CAS No:916325-86-5
MF:C8H12N2O
MW:152.193681716919
CID:853347
PubChem ID:45116640
Update Time:2025-11-01

1,2-Benzenediamine, 3-(methoxymethyl)- Chemical and Physical Properties

Names and Identifiers

    • 1,2-Benzenediamine, 3-(methoxymethyl)-
    • 3-(methoxymethyl)benzene-1,2-diamine
    • 916325-86-5
    • EN300-7706307
    • SCHEMBL4038330
    • 3-methoxymethyl-benzene-1,2-diamine
    • 3-(Methoxymethyl)-1,2-benzenediamine
    • DTXSID301290108
    • Inchi: 1S/C8H12N2O/c1-11-5-6-3-2-4-7(9)8(6)10/h2-4H,5,9-10H2,1H3
    • InChI Key: NALYLNXLDCVXJX-UHFFFAOYSA-N
    • SMILES: O(C)CC1C=CC=C(C=1N)N

Computed Properties

  • Exact Mass: 152.095
  • Monoisotopic Mass: 152.095
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 119
  • 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: 61.3A^2
  • XLogP3: 0.2

1,2-Benzenediamine, 3-(methoxymethyl)- Pricemore >>

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1,2-Benzenediamine, 3-(methoxymethyl)- Related Literature

Additional information on 1,2-Benzenediamine, 3-(methoxymethyl)-

Comprehensive Overview of 1,2-Benzenediamine, 3-(methoxymethyl)- (CAS No. 916325-86-5)

1,2-Benzenediamine, 3-(methoxymethyl)- (CAS No. 916325-86-5) is a versatile organic compound that has garnered significant attention in the fields of chemical synthesis, medicinal chemistry, and materials science. This compound, also known as N,N'-diamino-3-(methoxymethyl)benzene, is characterized by its unique molecular structure, which includes a benzene ring with two amino groups and a methoxymethyl substituent. These functional groups endow the molecule with a range of chemical properties that make it valuable for various applications.

The chemical formula of 1,2-Benzenediamine, 3-(methoxymethyl)- is C9H12N2O, and its molecular weight is approximately 164.20 g/mol. The compound is typically a white to off-white solid at room temperature and is soluble in common organic solvents such as ethanol and dimethyl sulfoxide (DMSO). Its physical and chemical properties have been extensively studied, providing a solid foundation for its use in both academic research and industrial applications.

In the realm of medicinal chemistry, 1,2-Benzenediamine, 3-(methoxymethyl)- has shown promise as a building block for the synthesis of bioactive molecules. Recent studies have highlighted its potential in the development of novel drugs targeting various diseases. For instance, researchers at the University of California have utilized this compound to synthesize derivatives with potent anti-inflammatory and antitumor activities. These derivatives have demonstrated significant efficacy in preclinical models, suggesting their potential for further development into therapeutic agents.

The unique electronic properties of 1,2-Benzenediamine, 3-(methoxymethyl)- also make it an attractive candidate for use in materials science. Its aromatic ring and functional groups can be tailored to enhance specific properties such as conductivity, stability, and reactivity. In one notable study published in the Journal of Materials Chemistry A, scientists from the Massachusetts Institute of Technology (MIT) incorporated this compound into polymer matrices to create advanced materials with enhanced mechanical strength and thermal stability. These materials have potential applications in electronics, aerospace, and biomedical devices.

In addition to its synthetic utility, 1,2-Benzenediamine, 3-(methoxymethyl)- has been explored for its role in catalytic processes. Its amino groups can serve as ligands for metal complexes, facilitating various catalytic reactions such as hydrogenation and oxidation. A recent study by researchers at the University of Oxford demonstrated that this compound can be used to form highly active and selective catalysts for the reduction of nitro compounds to amines. This finding has significant implications for the development of more efficient and environmentally friendly synthetic routes in organic chemistry.

The environmental impact of 1,2-Benzenediamine, 3-(methoxymethyl)- has also been a subject of interest. Studies have shown that while the compound itself is not inherently toxic or hazardous under normal conditions, proper handling and disposal practices are essential to minimize any potential risks. Researchers at the Environmental Protection Agency (EPA) have conducted comprehensive assessments to ensure that its use aligns with environmental safety standards.

In conclusion, 1,2-Benzenediamine, 3-(methoxymethyl)- (CAS No. 916325-86-5) is a multifaceted compound with a wide range of applications in chemical synthesis, medicinal chemistry, materials science, and catalysis. Its unique molecular structure and versatile chemical properties make it an invaluable tool for researchers and industry professionals alike. As ongoing research continues to uncover new possibilities for its use, this compound is poised to play an increasingly important role in advancing scientific knowledge and technological innovation.

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