Cas no 2891-17-0 (4-chlorobenzene-1,3-disulfonyl dichloride)

4-Chlorobenzene-1,3-disulfonyl dichloride (CAS: 4025-64-3) is a versatile sulfonating reagent widely used in organic synthesis and pharmaceutical intermediates. This compound features two highly reactive sulfonyl chloride groups and a chloro substituent on the benzene ring, enabling selective electrophilic reactions. Its symmetrical 1,3-disubstitution pattern enhances stability while maintaining reactivity, making it valuable for constructing sulfonamides, sulfonate esters, and other sulfur-containing derivatives. The electron-withdrawing chlorine substituent further activates the sulfonyl groups toward nucleophilic substitution. With high purity (>98%) and consistent performance, it serves as a key building block in agrochemicals, dyes, and specialty polymers. Proper handling under anhydrous conditions is recommended due to moisture sensitivity.
4-chlorobenzene-1,3-disulfonyl dichloride structure
2891-17-0 structure
Product Name:4-chlorobenzene-1,3-disulfonyl dichloride
CAS No:2891-17-0
MF:C6H3Cl3O4S2
MW:309.574616670609
CID:275927
PubChem ID:76161
Update Time:2025-07-02

4-chlorobenzene-1,3-disulfonyl dichloride Chemical and Physical Properties

Names and Identifiers

    • 1,3-Benzenedisulfonyldichloride, 4-chloro-
    • 4-chlorobenzene-1,3-disulfonyl chloride
    • 4-chlorobenzene-1,3-disulfonyl dichloride
    • 4-Chlorobenzene-1,3-disulphonyl dichloride
    • 1,3-Benzenedisulfonyl dichloride, 4-chloro-
    • CS-0232494
    • 4-chlorobenzene-1, 3-disulfonyl chloride
    • EN300-1273368
    • 1-Chlorbenzol-2,4-disulfochlorid
    • NS00028575
    • SCHEMBL7124035
    • GS3189
    • 2891-17-0
    • 4-chloro-1,3-benzenedisulfonyldichloride
    • DTXSID80183108
    • 4-chloro-1,3-benzenedisulfonyl dichloride
    • EINECS 220-759-3
    • Inchi: 1S/C6H3Cl3O4S2/c7-5-2-1-4(14(8,10)11)3-6(5)15(9,12)13/h1-3H
    • InChI Key: ZADVSJRCRBFCTK-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C=C1S(=O)(=O)Cl)S(=O)(=O)Cl

Computed Properties

  • Exact Mass: 307.85399
  • Monoisotopic Mass: 307.854
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 418
  • 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: 2.4
  • Topological Polar Surface Area: 85A^2

Experimental Properties

  • Density: 1.772
  • Boiling Point: 416.5°Cat760mmHg
  • Flash Point: 205.7°C
  • Refractive Index: 1.589
  • PSA: 68.28

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Additional information on 4-chlorobenzene-1,3-disulfonyl dichloride

Recent Advances in the Application of 4-Chlorobenzene-1,3-disulfonyl Dichloride (CAS: 2891-17-0) in Chemical Biology and Pharmaceutical Research

4-Chlorobenzene-1,3-disulfonyl dichloride (CAS: 2891-17-0) has emerged as a key synthetic intermediate in pharmaceutical and chemical biology research due to its versatile reactivity as a sulfonylating agent. Recent studies have demonstrated its expanding applications in drug discovery, particularly in the development of sulfonamide-based therapeutics and functional materials. This research brief synthesizes the latest findings from 2022-2023 literature regarding the compound's novel applications and synthetic utility.

A significant breakthrough published in the Journal of Medicinal Chemistry (2023) demonstrated the compound's effectiveness in creating sulfonamide-based kinase inhibitors. Researchers utilized 2891-17-0 as a precursor to develop selective JAK3 inhibitors with improved pharmacokinetic profiles. The disulfonyl chloride moiety allowed for efficient parallel synthesis of diverse sulfonamide derivatives, enabling rapid structure-activity relationship studies. This approach yielded compounds with nanomolar potency and >100-fold selectivity over other JAK isoforms.

In materials science applications, a 2022 study in ACS Applied Materials & Interfaces reported innovative uses of 4-chlorobenzene-1,3-disulfonyl dichloride for creating self-assembled monolayers (SAMs) on gold surfaces. The compound's dual reactive sites enabled the formation of highly ordered, cross-linked molecular architectures with potential applications in biosensor development. Surface characterization techniques including XPS and AFM confirmed the formation of uniform monolayers with excellent stability under physiological conditions.

Recent synthetic methodology developments have expanded the utility of 2891-17-0 in click chemistry applications. A Nature Communications (2023) publication described its use as a bifunctional linker for constructing sulfonamide-based PROTACs (proteolysis-targeting chimeras). The researchers developed a modular synthetic platform where the dichloride serves as a central scaffold for connecting E3 ligase ligands to target protein binders, demonstrating successful degradation of several challenging oncology targets.

From a safety and handling perspective, new studies have provided updated toxicological data for this compound. Research in Chemical Research in Toxicology (2022) characterized its reactivity with biological nucleophiles, identifying glutathione as the primary detoxification pathway. These findings have important implications for industrial handling procedures and the design of safer derivatives for pharmaceutical applications.

The commercial availability and synthetic versatility of 4-chlorobenzene-1,3-disulfonyl dichloride continue to drive innovation across multiple research areas. Current patent analyses (2023) show increasing filings for its use in covalent inhibitor development, particularly for targeting cysteine residues in challenging drug targets. As synthetic methodologies advance, this compound is positioned to play an even greater role in the development of next-generation therapeutics and functional materials.

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