Cas no 89521-54-0 (Benzenamine, 2-nitro-6-(phenylmethoxy)-)

Benzenamine, 2-nitro-6-(phenylmethoxy)-, is a nitro-substituted aniline derivative featuring a phenylmethoxy functional group at the ortho position relative to the amine. This compound is of interest in synthetic organic chemistry due to its potential as an intermediate in the preparation of more complex aromatic systems, including dyes, pharmaceuticals, and agrochemicals. The presence of both nitro and benzyloxy groups offers reactivity for further functionalization, such as reduction or nucleophilic substitution. Its structural properties may also contribute to studies in molecular recognition or catalysis. Careful handling is advised due to the nitro group’s potential sensitivity.
Benzenamine, 2-nitro-6-(phenylmethoxy)- structure
89521-54-0 structure
Product Name:Benzenamine, 2-nitro-6-(phenylmethoxy)-
CAS No:89521-54-0
MF:C13H12N2O3
MW:244.245983123779
MDL:MFCD00963977
CID:597774
PubChem ID:3783741
Update Time:2025-05-24

Benzenamine, 2-nitro-6-(phenylmethoxy)- Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 2-nitro-6-(phenylmethoxy)-
    • 2-(benzyloxy)-6-nitrobenzenamine
    • 2-nitro-6-phenylmethoxyaniline
    • 2-Benzyloxy-6-nitroaniline
    • 2-Benzyloxy-6-nitro-aniline
    • A1-38748
    • MFCD00963977
    • 2-(Benzyloxy)-6-nitroaniline
    • SY278299
    • E87873
    • 2-Benzyloxy-6-nitro-phenylamine
    • CS-0459305
    • DTXSID70396366
    • SCHEMBL1137833
    • SLTIDGKIYKFTSN-UHFFFAOYSA-N
    • 89521-54-0
    • MDL: MFCD00963977
    • Inchi: 1S/C13H12N2O3/c14-13-11(15(16)17)7-4-8-12(13)18-9-10-5-2-1-3-6-10/h1-8H,9,14H2
    • InChI Key: SLTIDGKIYKFTSN-UHFFFAOYSA-N
    • SMILES: O(CC1C=CC=CC=1)C1C=CC=C(C=1N)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 244.085
  • Monoisotopic Mass: 244.085
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 274
  • 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
  • XLogP3: 3.1
  • Topological Polar Surface Area: 81.1?2

Benzenamine, 2-nitro-6-(phenylmethoxy)- Pricemore >>

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Additional information on Benzenamine, 2-nitro-6-(phenylmethoxy)-

Benzenamine, 2-nitro-6-(phenylmethoxy)- (CAS No. 89521-54-0): A Comprehensive Overview

Benzenamine, 2-nitro-6-(phenylmethoxy)-, identified by its CAS number 89521-54-0, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, characterized by its nitro and methoxy functional groups, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules. The structural configuration of Benzenamine, 2-nitro-6-(phenylmethoxy)- imparts both reactivity and stability, making it a versatile building block for further chemical modifications.

The nitro group at the 2-position and the methoxy group at the 6-position of the benzene ring contribute to the compound's distinct reactivity. The nitro group is known for its ability to participate in nucleophilic aromatic substitution reactions, while the methoxy group provides a site for electrophilic aromatic substitution. This combination allows for a wide range of synthetic possibilities, enabling the construction of more complex molecular structures.

In recent years, Benzenamine, 2-nitro-6-(phenylmethoxy)- has been explored in various research studies due to its potential applications in drug development. One notable area of interest is its role as a precursor in the synthesis of pharmaceutical intermediates. These intermediates are crucial for the development of novel therapeutic agents targeting various diseases. The compound's ability to undergo selective functionalization makes it an attractive candidate for medicinal chemists seeking to design new molecules with enhanced pharmacological properties.

Recent advancements in synthetic methodologies have further highlighted the importance of Benzenamine, 2-nitro-6-(phenylmethoxy)-. Researchers have developed novel catalytic systems that enhance the efficiency of reactions involving this compound. For instance, transition metal-catalyzed cross-coupling reactions have been employed to introduce additional functional groups at specific positions on the benzene ring. These techniques have not only improved yield but also reduced the environmental impact of synthetic processes.

The pharmaceutical industry has also shown interest in Benzenamine, 2-nitro-6-(phenylmethoxy)- due to its potential as a lead compound for drug discovery. Studies have demonstrated its utility in the synthesis of molecules with antimicrobial and anti-inflammatory properties. The nitro group, in particular, has been shown to enhance binding affinity to biological targets, making it a valuable feature for drug design. Additionally, the methoxy group can be modified to introduce further pharmacological activity or improve metabolic stability.

The chemical properties of Benzenamine, 2-nitro-6-(phenylmethoxy)- also make it a suitable candidate for materials science applications. Researchers have investigated its use in the development of advanced polymers and coatings that exhibit improved thermal and chemical resistance. The presence of both nitro and methoxy groups allows for extensive polymerization and cross-linking reactions, resulting in materials with tailored properties.

In conclusion, Benzenamine, 2-nitro-6-(phenylmethoxy)- (CAS No. 89521-54-0) is a multifaceted compound with significant potential in pharmaceutical and materials science research. Its unique structural features enable diverse synthetic applications, making it a valuable intermediate for drug development and advanced material creation. As research continues to uncover new methodologies and applications, the importance of this compound is likely to grow further.

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