Cas no 905302-18-3 (4-Bromo-2-nitronaphthalen-1-ol)

4-Bromo-2-nitronaphthalen-1-ol is a brominated nitronaphthol derivative with applications in organic synthesis and pharmaceutical intermediates. Its distinct structure, featuring both bromo and nitro substituents on the naphthalene ring, enhances its reactivity in electrophilic and nucleophilic substitution reactions. The compound is particularly valuable in the synthesis of complex aromatic systems and as a precursor for dyes, pigments, or bioactive molecules. Its high purity and stability under controlled conditions make it suitable for research and industrial processes requiring precise functionalization. Careful handling is advised due to potential sensitivity to light and moisture.
4-Bromo-2-nitronaphthalen-1-ol structure
905302-18-3 structure
Product Name:4-Bromo-2-nitronaphthalen-1-ol
CAS No:905302-18-3
MF:C10H6BrNO3
MW:268.063541889191
MDL:MFCD09999177
CID:1081285
PubChem ID:11572534
Update Time:2025-06-08

4-Bromo-2-nitronaphthalen-1-ol Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2-nitronaphthalen-1-ol
    • 4-Brom-2-nitro-[1]naphthol
    • 4-Brom-2-nitro-1-hydroxy-naphthalin
    • 4-bromo-2-nitro-[1]naphthol
    • 4-BROMO-2-NITRO-1-NAPHTHALENOL
    • DTXSID20468789
    • 4bromo-2-nitro-1-naphtol
    • RYGNNSNXVBBMSK-UHFFFAOYSA-N
    • 905302-18-3
    • 4-bromo-2-nitro-1-naphtol
    • SCHEMBL7806886
    • MDL: MFCD09999177
    • Inchi: 1S/C10H6BrNO3/c11-8-5-9(12(14)15)10(13)7-4-2-1-3-6(7)8/h1-5,13H
    • InChI Key: RYGNNSNXVBBMSK-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(=C2C=CC=CC2=1)O)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 266.95300
  • Monoisotopic Mass: 266.95311g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 256
  • 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: 4.6
  • Topological Polar Surface Area: 66?2

Experimental Properties

  • PSA: 66.05000
  • LogP: 3.73930

4-Bromo-2-nitronaphthalen-1-ol Customs Data

  • HS CODE:2908999090
  • Customs Data:

    China Customs Code:

    2908999090

    Overview:

    2908999090 Halogenated derivatives of other phenols and phenolic alcohols(Including its sulfonation\Nitrosative or nitrosative derivatives). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2908999090 halogenated, sulphonated, nitrated or nitrosated derivatives of phenols or phenol-alcohols.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

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Additional information on 4-Bromo-2-nitronaphthalen-1-ol

Professional Introduction to 4-Bromo-2-nitronaphthalen-1-ol (CAS No. 905302-18-3)

4-Bromo-2-nitronaphthalen-1-ol is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research due to its unique structural properties and potential applications. This compound, identified by the Chemical Abstracts Service Number (CAS No.) 905302-18-3, belongs to the class of naphthalene derivatives, which are widely studied for their diverse chemical reactivity and biological significance. The presence of both bromine and nitro substituents on the naphthalene ring enhances its utility as a building block in synthetic chemistry, particularly in the development of more complex molecules.

The< strong>naphthalen-1-ol moiety in this compound introduces a hydroxyl group at the 1-position of the naphthalene ring, which is a key feature for further functionalization. This hydroxyl group can participate in various chemical reactions, such as etherification, esterification, and oxidation processes, making it a versatile intermediate in organic synthesis. The< strong>4-bromo substituent at the para position relative to the hydroxyl group adds another layer of reactivity, allowing for electrophilic aromatic substitution reactions and cross-coupling reactions, which are fundamental in modern drug discovery and material science.

4-Bromo-2-nitronaphthalen-1-ol has been extensively explored in recent years for its potential applications in medicinal chemistry. One of the most promising areas is its use as a precursor in the synthesis of biologically active compounds. The nitro group at the 2-position can be reduced to an amine, which can then be further modified to produce pharmacologically relevant molecules. For instance, researchers have utilized this compound to develop novel anti-inflammatory agents and anticancer drugs. The< strong>bromine atom provides a handle for subsequent transformations via palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Heck couplings, enabling the construction of complex molecular architectures.

The< strong>CAS No. 905302-18-3 designation ensures that researchers can reliably identify and procure this compound for their studies. In academic and industrial settings, precise identification is crucial for ensuring reproducibility and compliance with regulatory standards. The< strong>nitro group in particular is a well-known pharmacophore that can influence the electronic properties of the molecule, affecting its binding affinity to biological targets. This has led to investigations into its potential as an intermediate for developing kinase inhibitors and other enzyme-targeted therapies.

Recent advancements in synthetic methodologies have further highlighted the importance of< strong>4-Bromo-2-nitronaphthalen-1-ol. For example, flow chemistry techniques have been employed to improve the efficiency of reactions involving this compound. Flow chemistry allows for better control over reaction conditions, leading to higher yields and purities. Additionally, green chemistry principles have been integrated into synthetic routes involving< strong>CAS No. 905302-18-3, reducing waste and minimizing hazardous byproducts. These innovations underscore the compound's relevance in modern chemical research.

The< strong>bromonitro functionality makes< strong>4-Bromo-2-nitronaphthalen-1-ol a valuable reagent in materials science as well. Researchers have explored its use in the development of organic electronic materials, such as light-emitting diodes (OLEDs) and photovoltaic cells. The ability to functionalize the naphthalene core with various substituents allows for tuning the electronic properties of these materials, leading to improved performance characteristics.

In conclusion, 4-Bromo-2-nitronaphthalen-1-ol (CAS No. 905302-18-3) is a multifaceted compound with significant potential in pharmaceuticals and materials science. Its unique structural features make it a versatile intermediate for synthesizing complex molecules with biological activity. The ongoing research into its applications underscores its importance as a building block in modern chemistry. As synthetic methodologies continue to evolve, it is likely that< strong>CAS No. 905302-18-3 will remain a key component in both academic and industrial research efforts.

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