Cas no 58755-57-0 (2-Chloro-3-nitrobenzaldehyde)

2-Chloro-3-nitrobenzaldehyde is a versatile aromatic aldehyde with the molecular formula C?H?ClNO?. This compound features both chloro and nitro substituents on the benzene ring, enhancing its reactivity in electrophilic and nucleophilic substitution reactions. Its distinct functional groups make it a valuable intermediate in organic synthesis, particularly for producing pharmaceuticals, agrochemicals, and dyes. The electron-withdrawing effects of the nitro group facilitate further derivatization, while the chloro group offers additional sites for cross-coupling reactions. With a high purity grade, it ensures consistent performance in complex synthetic pathways. Its stability under standard conditions and well-characterized properties make it a reliable choice for research and industrial applications.
2-Chloro-3-nitrobenzaldehyde structure
2-Chloro-3-nitrobenzaldehyde structure
Product Name:2-Chloro-3-nitrobenzaldehyde
CAS No:58755-57-0
MF:C7H4ClNO3
MW:185.564560890198
MDL:MFCD08236804
CID:365966
PubChem ID:12667713
Update Time:2025-06-09

2-Chloro-3-nitrobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-3-nitrobenzaldehyde
    • Benzaldehyde,2-chloro-3-nitro-
    • Benzaldehyde, 2-chloro-3-nitro-
    • Nitrochlorbenzaldehyd
    • 3-nitro-2-chlorobenzaldehyde
    • KSC497O7P
    • 2-chloro-3-nitro-benzaldehyde
    • 2-chloranyl-3-nitro-benzaldehyde
    • WKIVBBWLRIFGHF-UHFFFAOYSA-N
    • FCH858894
    • CL8265
    • AB44059
    • TRA0068108
    • AM83068
    • RP24564
    • SY032978
    • AB0025678
    • AX8004194
    • ST
    • CS-W005961
    • SCHEMBL307155
    • J-508677
    • A832010
    • MFCD08236804
    • FT-0640552
    • Z1198176690
    • EN300-137414
    • DTXSID60506235
    • AKOS006285521
    • 58755-57-0
    • DS-0439
    • DB-020792
    • MDL: MFCD08236804
    • Inchi: 1S/C7H4ClNO3/c8-7-5(4-10)2-1-3-6(7)9(11)12/h1-4H
    • InChI Key: WKIVBBWLRIFGHF-UHFFFAOYSA-N
    • SMILES: ClC1C(C=O)=CC=CC=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 184.98800
  • Monoisotopic Mass: 184.9879707g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 192
  • 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: 1.9
  • Topological Polar Surface Area: 62.9

Experimental Properties

  • Color/Form: No data available
  • Density: 1.5±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 293.5°C at 760 mmHg
  • Flash Point: 131.3±23.2 °C
  • PSA: 62.89000
  • LogP: 2.58390

2-Chloro-3-nitrobenzaldehyde Customs Data

  • HS CODE:2913000090
  • Customs Data:

    China Customs Code:

    2913000090

    Overview:

    2913000090 Item2912Other derivatives of the listed products [refer to halogenation,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:

    HS: 2913000090 halogenated, sulphonated, nitrated or nitrosated derivatives of products of heading 2912 Educational tariff:17.0% Tax rebate rate:9.0% Regulatory conditions:none Most favored nation tariff:5.5% General tariff:30.0%

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2-Chloro-3-nitrobenzaldehyde Production Method

Additional information on 2-Chloro-3-nitrobenzaldehyde

Professional Introduction to 2-Chloro-3-nitrobenzaldehyde (CAS No. 58755-57-0)

2-Chloro-3-nitrobenzaldehyde, with the chemical formula C?H?ClNO?, is a significant intermediate in the field of organic synthesis and pharmaceutical development. This compound, identified by its unique CAS number 58755-57-0, has garnered considerable attention due to its versatile applications in the synthesis of various biologically active molecules. The presence of both chloro and nitro substituents on the benzaldehyde core imparts unique reactivity, making it a valuable building block for medicinal chemists and synthetic organic chemists alike.

The structural features of 2-Chloro-3-nitrobenzaldehyde contribute to its utility in multiple chemical transformations. The chloro group at the 2-position enhances electrophilic aromatic substitution reactions, while the nitro group at the 3-position provides a site for reduction or further functionalization. These characteristics make it an ideal candidate for constructing more complex molecules, particularly in the development of novel pharmaceuticals and agrochemicals.

In recent years, the demand for efficient and sustainable synthetic routes has led to innovative methodologies involving 2-Chloro-3-nitrobenzaldehyde. One notable application is in the synthesis of heterocyclic compounds, which are prevalent in many drug candidates. Researchers have leveraged the reactivity of this compound to construct fused rings systems, such as pyrazoles and triazines, which exhibit a wide range of biological activities. For instance, studies have demonstrated its role in generating derivatives with potential antiviral and anti-inflammatory properties.

The pharmaceutical industry has also explored the use of 2-Chloro-3-nitrobenzaldehyde in the development of small-molecule inhibitors. Its ability to serve as a precursor for aryl aldehydes with specific substituents allows for fine-tuning of biological activity. A recent study highlighted its application in creating kinase inhibitors, which are crucial in targeted cancer therapies. The nitro group can be selectively reduced to an amine, enabling further derivatization into pharmacophores that interact with specific protein targets.

Beyond pharmaceuticals, 2-Chloro-3-nitrobenzaldehyde finds utility in materials science and specialty chemical synthesis. Its aromatic structure and functional groups make it a suitable candidate for developing dyes, pigments, and advanced polymers. Researchers have investigated its incorporation into conductive polymers, which are essential components in organic electronics. The electron-withdrawing nature of both the chloro and nitro groups influences the electronic properties of these materials, making them promising candidates for flexible displays and sensors.

The synthesis of 2-Chloro-3-nitrobenzaldehyde itself is another area of active research. Modern synthetic approaches emphasize green chemistry principles, aiming to minimize waste and improve atom economy. Catalytic methods have been developed to enhance yield while reducing energy consumption. For example, palladium-catalyzed cross-coupling reactions have been explored as a means to introduce additional functional groups efficiently. These advancements not only improve the accessibility of this compound but also align with global efforts toward sustainable chemical manufacturing.

In conclusion, 2-Chloro-3-nitrobenzaldehyde (CAS No. 58755-57-0) is a multifaceted compound with broad applications across multiple industries. Its unique structural features enable diverse chemical transformations, making it indispensable in pharmaceutical research, materials science, and organic synthesis. As research continues to uncover new methodologies and applications, this compound will undoubtedly remain a cornerstone in the development of innovative chemical solutions.

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