Cas no 6610-08-8 (2-nitrosonaphthalene)

2-Nitrosonaphthalene (C??H?NO) is a nitroso-substituted aromatic compound primarily used as an intermediate in organic synthesis and dye manufacturing. Its key advantages include its role as a precursor for azo dyes and other naphthalene derivatives, offering a versatile building block for complex chemical transformations. The compound exhibits moderate stability under controlled conditions, facilitating its handling in industrial applications. Its distinct reactivity with amines and other nucleophiles makes it valuable for producing specialized pigments and functional materials. Proper storage in cool, dark environments is recommended to minimize decomposition. Suitable for research and industrial use, 2-nitrosonaphthalene is recognized for its utility in synthetic chemistry.
2-nitrosonaphthalene structure
2-nitrosonaphthalene structure
Product Name:2-nitrosonaphthalene
CAS No:6610-08-8
MF:C10H7NO
MW:157.168682336807
MDL:MFCD01712661
CID:504020
PubChem ID:23098
Update Time:2025-06-08

2-nitrosonaphthalene Chemical and Physical Properties

Names and Identifiers

    • Naphthalene, 2-nitroso-
    • 2-Nitrosonaphthalene; naphthalene, 2-nitroso-
    • 2-nitrosonaphthalene
    • BRN 2205947
    • 3S700W3KWH
    • 6610-08-8
    • NITROSONAPHTHALENE, 2-
    • UNII-3S700W3KWH
    • DTXSID40216300
    • CCRIS 474
    • AKOS006278457
    • SCHEMBL941460
    • Q27257968
    • MDL: MFCD01712661
    • Inchi: 1S/C10H7NO/c12-11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H
    • InChI Key: XHWGWRUGGACWLV-UHFFFAOYSA-N
    • SMILES: O=NC1=CC=C2C=CC=CC2=C1

Computed Properties

  • Exact Mass: 157.05281
  • Monoisotopic Mass: 157.052763847g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 169
  • 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: 2.9
  • Topological Polar Surface Area: 29.4?2

Experimental Properties

  • Density: 1.1599 (rough estimate)
  • Boiling Point: 281.82°C (rough estimate)
  • Refractive Index: 1.5000 (estimate)
  • PSA: 29.43

2-nitrosonaphthalene Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Enamine
EN300-333141-1.0g
2-nitrosonaphthalene
6610-08-8
1.0g
$0.0 2023-02-23
Enamine
EN300-333141-1g
2-nitrosonaphthalene
6610-08-8
1g
$0.0 2023-09-04

Additional information on 2-nitrosonaphthalene

Professional Introduction to 2-nitronaphthalene (CAS No: 6610-08-8)

2-nitronaphthalene (CAS No: 6610-08-8) is a nitro-substituted aromatic compound that has garnered significant attention in the field of organic chemistry and pharmaceutical research. This heterocyclic molecule, characterized by a nitro group attached to a naphthalene ring, serves as a versatile intermediate in the synthesis of various pharmacologically active agents. Its unique structural and electronic properties make it a valuable building block for medicinal chemists exploring novel therapeutic interventions.

The nitro group in 2-nitronaphthalene introduces electrophilic reactivity, enabling diverse chemical transformations such as reduction to an amine, diazotization, or further functionalization. These attributes have positioned it as a key precursor in the development of agrochemicals, dyes, and specialty chemicals. Recent advancements in synthetic methodologies have enhanced the efficiency of producing 2-nitronaphthalene, making it more accessible for industrial and academic applications.

In the realm of pharmaceutical research, 2-nitronaphthalene has been extensively studied for its potential role in drug discovery. Its aromatic system allows for facile derivatization, leading to compounds with diverse biological activities. For instance, researchers have explored its derivatives as intermediates in the synthesis of anti-inflammatory agents, antimicrobial drugs, and even candidates for anticancer therapies. The nitro group’s ability to modulate electronic properties has been particularly exploited in designing molecules with enhanced binding affinity to biological targets.

One of the most compelling aspects of 2-nitronaphthalene is its utility in medicinal chemistry due to its structural resemblance to natural products. By leveraging this scaffold, scientists have synthesized analogs that mimic the pharmacological profiles of known bioactive molecules. This approach has accelerated the identification of novel lead compounds with improved pharmacokinetic properties. Furthermore, computational studies have highlighted the role of 2-nitronaphthalene in designing molecules with optimized solubility and metabolic stability, critical factors for drug development.

The synthesis of 2-nitronaphthalene itself has seen notable improvements in recent years. Traditional methods often involve nitration of naphthalene using strong oxidizing agents, which can lead to complex mixtures and require extensive purification. However, modern techniques such as catalytic nitration and flow chemistry have streamlined this process, reducing byproducts and improving yields. These innovations not only enhance the scalability of 2-nitronaphthalene production but also align with green chemistry principles by minimizing waste and energy consumption.

Recent research has also delved into the mechanistic aspects of reactions involving 2-nitronaphthalene. Understanding how this compound participates in various transformations has provided insights into developing more efficient synthetic routes. For example, studies on radical reactions involving nitroaromatics like 2-nitronaphthalene have shed light on electron transfer processes and their implications in organic synthesis. Such knowledge is crucial for designing novel catalytic systems that can facilitate complex transformations under mild conditions.

The pharmacological potential of derivatives derived from 2-nitronaphthalene continues to be a focal point in drug discovery efforts. Researchers have reported promising results from analogs that exhibit inhibitory effects on enzymes implicated in metabolic disorders. The nitro group’s ability to engage in hydrogen bonding interactions with biological targets has been particularly advantageous in designing molecules with high selectivity. This has spurred interest in developing next-generation therapeutic agents based on this scaffold.

Moreover, the environmental impact of producing and utilizing 2-nitronaphthalene has been carefully evaluated. Efforts to develop sustainable synthetic routes are essential for ensuring long-term viability in pharmaceutical applications. Biocatalytic approaches, where enzymes are employed to perform specific transformations, offer a greener alternative to traditional chemical methods. Such innovations not only reduce environmental footprint but also enhance the overall sustainability of drug manufacturing processes.

The versatility of 2-nitronaphthalene extends beyond pharmaceutical applications into materials science. Its derivatives have been explored as components in organic electronic devices due to their electron-deficient nature and ability to form stable radicals upon reduction. These properties make them suitable for use in organic light-emitting diodes (OLEDs) and photovoltaic cells. The integration of such materials into advanced technologies underscores the broad utility and importance of this compound.

In conclusion, 2-nitronaphthalene (CAS No: 6610-08-8) remains a cornerstone molecule in organic synthesis and medicinal chemistry due to its unique structural features and reactivity profile. The ongoing research into its derivatives continues to yield novel compounds with significant therapeutic potential across various disease areas. As synthetic methodologies evolve and new applications emerge, 2-nitronaphthalene is poised to remain at the forefront of scientific exploration.

Recommended suppliers
上海帛亦醫(yī)藥科技有限公司
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Nanjing Jubai Biopharm
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing Jubai Biopharm
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited
Shanghai Jinhuan Chemical CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shanghai Jinhuan Chemical CO., LTD.