Cas no 192124-88-2 (2,3-Dichloro-6-nitrobenzyl Chloride)

2,3-Dichloro-6-nitrobenzyl chloride is a halogenated aromatic compound primarily used as an intermediate in organic synthesis. Its key structural features—the presence of two chloro substituents and a nitro group—enhance its reactivity, making it valuable for further functionalization in pharmaceutical and agrochemical applications. The benzyl chloride moiety allows for nucleophilic substitution reactions, facilitating the introduction of diverse alkyl or aryl groups. This compound exhibits high purity and stability under controlled conditions, ensuring consistent performance in multi-step synthetic processes. Its well-defined reactivity profile makes it a preferred choice for researchers developing complex molecules requiring precise halogenation or nitration pathways.
2,3-Dichloro-6-nitrobenzyl Chloride structure
192124-88-2 structure
Product Name:2,3-Dichloro-6-nitrobenzyl Chloride
CAS No:192124-88-2
MF:C7H4Cl3NO2
MW:240.471158981323
CID:135931
PubChem ID:9834663
Update Time:2025-10-29

2,3-Dichloro-6-nitrobenzyl Chloride Chemical and Physical Properties

Names and Identifiers

    • Benzene,1,2-dichloro-3-(chloromethyl)-4-nitro-
    • 1,2-dichloro-3-(chloromethyl)-4-nitrobenzene
    • 1,2-dichloro-3-chloromethyl-4-nitrobenzene
    • 2,3-DICHLORO-6-NITROBENZYL CHLORIDE
    • Benzene,1,2-dichloro-3-(chloromethyl)-4-nitro
    • 192124-88-2
    • ZELSTMZJPQYYOB-UHFFFAOYSA-N
    • SCHEMBL278504
    • Benzene, 1,2-dichloro-3-(chloromethyl)-4-nitro-
    • 583SDH2U86
    • DTXSID30431484
    • 2,3-Dichloro-6-nitrobenzyl Chloride
    • Inchi: 1S/C7H4Cl3NO2/c8-3-4-6(11(12)13)2-1-5(9)7(4)10/h1-2H,3H2
    • InChI Key: ZELSTMZJPQYYOB-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=CC(=C1CCl)[N+](=O)[O-])Cl

Computed Properties

  • Exact Mass: 238.93100
  • Monoisotopic Mass: 238.930761g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 197
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 45.8?2

Experimental Properties

  • PSA: 45.82000
  • LogP: 4.16360

2,3-Dichloro-6-nitrobenzyl Chloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D436975-2.5g
2,3-Dichloro-6-nitrobenzyl Chloride
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$ 170.00 2022-06-05
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Additional information on 2,3-Dichloro-6-nitrobenzyl Chloride

Recent Advances in the Application of 2,3-Dichloro-6-nitrobenzyl Chloride (CAS: 192124-88-2) in Chemical Biology and Pharmaceutical Research

The chemical compound 2,3-Dichloro-6-nitrobenzyl Chloride (CAS: 192124-88-2) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its reactive benzyl chloride group and nitro substitution, serves as a key intermediate in the synthesis of various biologically active molecules. Recent studies have explored its utility in drug discovery, particularly in the development of enzyme inhibitors and targeted therapeutics.

One of the most notable advancements involves the use of 2,3-Dichloro-6-nitrobenzyl Chloride as a building block for the synthesis of novel kinase inhibitors. Researchers have demonstrated its efficacy in forming covalent bonds with specific amino acid residues in the active sites of kinases, thereby enhancing inhibitor selectivity and potency. This approach has been particularly promising in the treatment of cancers driven by aberrant kinase activity, such as non-small cell lung cancer and chronic myeloid leukemia.

In addition to its role in kinase inhibition, recent publications highlight the compound's application in proteolysis-targeting chimeras (PROTACs). PROTACs are bifunctional molecules that recruit E3 ubiquitin ligases to target proteins for degradation. The reactive benzyl chloride moiety of 2,3-Dichloro-6-nitrobenzyl Chloride has been utilized to link E3 ligase ligands to target protein binders, enabling the development of highly specific degraders. This strategy has shown potential in addressing traditionally "undruggable" targets, such as transcription factors and scaffolding proteins.

Another emerging area of research involves the use of 2,3-Dichloro-6-nitrobenzyl Chloride in antibody-drug conjugates (ADCs). The compound's ability to form stable linkages with antibodies while maintaining payload activity has been leveraged to create next-generation ADCs with improved therapeutic indices. Recent preclinical studies have reported enhanced tumor targeting and reduced off-target effects when using this compound as a linker in ADC design.

From a synthetic chemistry perspective, novel methodologies have been developed to improve the efficiency of 2,3-Dichloro-6-nitrobenzyl Chloride production and derivatization. Green chemistry approaches, including catalytic processes and solvent optimization, have been implemented to reduce environmental impact while maintaining high yields. These advancements are critical for scaling up production to meet the growing demand in pharmaceutical applications.

Looking ahead, the unique chemical properties of 2,3-Dichloro-6-nitrobenzyl Chloride position it as a valuable tool in the continued evolution of targeted therapies. Ongoing research is exploring its potential in other therapeutic areas, including neurodegenerative diseases and infectious diseases. As our understanding of its reactivity and biological interactions deepens, this compound is likely to play an increasingly important role in drug discovery and development pipelines.

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