Cas no 57878-93-0 (2-chloro-1-isothiocyanato-4-methylbenzene)

2-Chloro-1-isothiocyanato-4-methylbenzene is a versatile organic compound characterized by the presence of both chloro and isothiocyanate functional groups on a methyl-substituted benzene ring. This structure imparts reactivity suitable for applications in organic synthesis, particularly as an intermediate in the preparation of heterocyclic compounds, agrochemicals, and pharmaceuticals. The isothiocyanate group enables efficient coupling reactions, while the chloro and methyl substituents influence electronic and steric properties, enhancing selectivity in chemical transformations. Its stability under standard conditions and well-defined reactivity profile make it a valuable reagent for researchers in medicinal chemistry and material science. Proper handling is advised due to potential sensitivity to moisture and heat.
2-chloro-1-isothiocyanato-4-methylbenzene structure
57878-93-0 structure
Product Name:2-chloro-1-isothiocyanato-4-methylbenzene
CAS No:57878-93-0
MF:C8H6ClNS
MW:183.657939434052
MDL:MFCD00046791
CID:368796
PubChem ID:143529
Update Time:2025-05-24

2-chloro-1-isothiocyanato-4-methylbenzene Chemical and Physical Properties

Names and Identifiers

    • 2-CHLORO-4-METHYLPHENYL ISOTHIOCYANATE
    • 2-Chloro-1-isothiocyanato-4-methylbenzene
    • 3-Chloro-4-(isothiocyanato)toluene
    • Benzene,2-chloro-1-isothiocyanato-4-methyl-
    • 2-Chlor-4-methyl-phenylisothiocyanat
    • 2-Chlor-4-methyl-phenylsenfoel
    • 2-chloro-4-methylbenzenisothiocyanate
    • 57878-93-0
    • DTXSID70206597
    • AKOS009158185
    • SY063172
    • A831656
    • FS-3878
    • 2-Chloro-4-methylphenylisothiocyanate
    • 2-Chloro-4-methylphenyl isothiocyanate,
    • FT-0611785
    • 2-chloro-4-methylphenyl-isothiocyanate
    • SCHEMBL846854
    • MFCD00046791
    • 2-Chloro-1-isothiocyanato-4-methylbenzene #
    • 2-chloro-1-isothiocyanato-4-methyl-benzene
    • DTXCID00129088
    • Benzene, 2-chloro-1-isothiocyanato-4-methyl-
    • DB-020834
    • ALBB-021410
    • 2-chloro-1-isothiocyanato-4-methylbenzene
    • MDL: MFCD00046791
    • Inchi: 1S/C8H6ClNS/c1-6-2-3-8(10-5-11)7(9)4-6/h2-4H,1H3
    • InChI Key: UIZZXGXTVVWRED-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=CC(C)=C1)N=C=S

Computed Properties

  • Exact Mass: 182.99100
  • Monoisotopic Mass: 182.991
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 177
  • 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: 4.3
  • Topological Polar Surface Area: 44.4A^2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.22
  • Boiling Point: 138°C/20mm
  • Flash Point: 127.3°C
  • Refractive Index: 1.583
  • PSA: 44.45000
  • LogP: 3.38270
  • Solubility: water

2-chloro-1-isothiocyanato-4-methylbenzene Security Information

  • Safety Instruction: S26-S36/37/39
  • Hazardous Material Identification: Xn
  • HazardClass:IRRITANT-HARMFUL
  • Risk Phrases:R20/21/22; R36/37/38
  • Safety Term:S26;S36/37/39

2-chloro-1-isothiocyanato-4-methylbenzene Customs Data

  • HS CODE:2930909090
  • Customs Data:

    China Customs Code:

    2930909090

    Overview:

    2930909090. Other organic sulfur compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

2-chloro-1-isothiocyanato-4-methylbenzene Pricemore >>

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Additional information on 2-chloro-1-isothiocyanato-4-methylbenzene

Recent Advances in the Study of 2-Chloro-1-isothiocyanato-4-methylbenzene (CAS: 57878-93-0) in Chemical Biology and Pharmaceutical Research

2-Chloro-1-isothiocyanato-4-methylbenzene (CAS: 57878-93-0) is a chemical compound of significant interest in the fields of chemical biology and pharmaceutical research. This molecule, characterized by its isothiocyanate functional group, has been the subject of recent studies due to its potential applications in drug development, chemical probes, and bioconjugation strategies. The unique reactivity of the isothiocyanate group makes this compound a valuable tool for modifying biomolecules, such as proteins and peptides, enabling researchers to explore new therapeutic avenues and diagnostic methods.

Recent research has focused on the synthesis and optimization of 2-chloro-1-isothiocyanato-4-methylbenzene, aiming to improve its yield, purity, and stability under various conditions. A study published in the *Journal of Medicinal Chemistry* (2023) demonstrated an efficient synthetic route for this compound, highlighting its scalability for industrial applications. The study also investigated the compound's reactivity with nucleophiles, such as amines and thiols, which is critical for its use in bioconjugation and labeling techniques. These findings underscore the compound's versatility in chemical biology.

In pharmaceutical research, 2-chloro-1-isothiocyanato-4-methylbenzene has been explored as a precursor for the development of novel small-molecule inhibitors. A recent *Bioorganic & Medicinal Chemistry Letters* (2024) publication reported its use in the synthesis of thiourea derivatives, which exhibited potent inhibitory activity against specific enzymes involved in inflammatory pathways. The study provided structural-activity relationship (SAR) insights, suggesting that modifications to the chloro and methyl groups could further enhance the compound's efficacy and selectivity.

Another area of interest is the application of 2-chloro-1-isothiocyanato-4-methylbenzene in proteomics and chemical proteomics. Researchers have utilized this compound to develop affinity-based probes for identifying and characterizing protein targets. A *Nature Chemical Biology* (2023) study described its use in activity-based protein profiling (ABPP), enabling the discovery of previously unknown enzyme-substrate interactions. This approach has significant implications for understanding disease mechanisms and identifying new drug targets.

Despite its promising applications, challenges remain in the handling and storage of 2-chloro-1-isothiocyanato-4-methylbenzene due to its sensitivity to moisture and light. Recent advancements in formulation science have addressed these issues by developing stable solid-phase derivatives and protective coatings. These innovations, detailed in a *Chemical Communications* (2024) article, have expanded the compound's utility in long-term studies and commercial applications.

In conclusion, 2-chloro-1-isothiocyanato-4-methylbenzene (CAS: 57878-93-0) continues to be a valuable compound in chemical biology and pharmaceutical research. Its unique chemical properties and reactivity make it a versatile tool for drug discovery, bioconjugation, and proteomics. Ongoing research aims to further optimize its synthesis, stability, and applications, paving the way for new breakthroughs in the field. Future studies are expected to explore its potential in targeted drug delivery and personalized medicine, leveraging its ability to selectively modify biomolecules.

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