Cas no 849035-76-3 (4-Chloro-2-(methylsulfonyl)benzaldehyde)

4-Chloro-2-(methylsulfonyl)benzaldehyde is a versatile organic compound known for its distinctive properties. It serves as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. This compound exhibits high purity and stability, making it ideal for complex chemical transformations. Its unique structure offers enhanced reactivity, facilitating efficient synthesis pathways.
4-Chloro-2-(methylsulfonyl)benzaldehyde structure
849035-76-3 structure
Product Name:4-Chloro-2-(methylsulfonyl)benzaldehyde
CAS No:849035-76-3
MF:C8H7ClO3S
MW:218.657380342484
CID:716635
PubChem ID:2761075
Update Time:2025-07-16

4-Chloro-2-(methylsulfonyl)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde,4-chloro-2-(methylsulfonyl)-
    • 4-Chloro-2-(methylsulfonyl)benzaldehyde
    • 4-CHLORO-2-(METHYLSULPHONYL)BENZALDEHYDE
    • 4-chloro-2-methylsulfonylbenzaldehyde
    • SCHEMBL2600014
    • CS-0159576
    • 849035-76-3
    • FS-5788
    • DTXCID40326554
    • DTXSID80375526
    • 4-Chloro-2-(methylsulfonyl)benzaldehyde, AldrichCPR
    • 4-Chloro-1-formyl-2-(methylsulphonyl)benzene
    • MFCD04037946
    • AKOS015850167
    • 4-chloro-2-methanesulfonylbenzaldehyde
    • MDL: MFCD04037946
    • Inchi: 1S/C8H7ClO3S/c1-13(11,12)8-4-7(9)3-2-6(8)5-10/h2-5H,1H3
    • InChI Key: LYCOENXVGOGBIL-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(C=O)=C(C=1)S(C)(=O)=O

Computed Properties

  • Exact Mass: 217.98000
  • Monoisotopic Mass: 217.98
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 280
  • 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: 1.2
  • Topological Polar Surface Area: 59.6?2

Experimental Properties

  • PSA: 59.59000
  • LogP: 2.63680

4-Chloro-2-(methylsulfonyl)benzaldehyde 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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Additional information on 4-Chloro-2-(methylsulfonyl)benzaldehyde

Professional Introduction to 4-Chloro-2-(methylsulfonyl)benzaldehyde (CAS No. 849035-76-3)

4-Chloro-2-(methylsulfonyl)benzaldehyde, identified by the Chemical Abstracts Service Number (CAS No.) 849035-76-3, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound belongs to the class of aryl aldehydes, characterized by the presence of both a benzene ring and an aldehyde functional group. The structural features of 4-Chloro-2-(methylsulfonyl)benzaldehyde include a chlorine substituent at the 4-position of the benzene ring and a methylsulfonyl group at the 2-position, which contribute to its unique chemical properties and reactivity. These structural elements make it a valuable intermediate in synthetic chemistry, particularly in the development of novel bioactive molecules.

The significance of 4-Chloro-2-(methylsulfonyl)benzaldehyde lies in its versatility as a building block for more complex chemical entities. The chlorine atom provides a site for further functionalization via nucleophilic aromatic substitution or cross-coupling reactions, while the methylsulfonyl group introduces steric and electronic effects that can modulate the biological activity of derived compounds. In recent years, there has been growing interest in harnessing these properties for the synthesis of pharmacologically relevant molecules.

One of the most compelling applications of 4-Chloro-2-(methylsulfonyl)benzaldehyde is in the realm of drug discovery. Researchers have leveraged its structural framework to develop potential therapeutic agents targeting various diseases. For instance, studies have explored its utility in generating derivatives with anti-inflammatory, anticancer, and antimicrobial properties. The aldehyde functionality allows for condensation reactions with amines to form Schiff bases, which are known to exhibit diverse biological activities. Additionally, the presence of both electron-withdrawing and electron-donating groups on the benzene ring enhances its interactions with biological targets, making it an attractive scaffold for medicinal chemists.

In the context of modern synthetic methodologies, 4-Chloro-2-(methylsulfonyl)benzaldehyde has been employed in cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. These reactions enable the introduction of aryl or heteroaryl groups at specific positions on the benzene ring, further diversifying the chemical space available for drug development. The compound's compatibility with palladium-catalyzed transformations makes it particularly useful in constructing complex molecular architectures with high precision.

Recent advancements in computational chemistry have also highlighted the potential of 4-Chloro-2-(methylsulfonyl)benzaldehyde as a key intermediate in designing molecules with optimized pharmacokinetic profiles. Molecular modeling studies have demonstrated that derivatives derived from this compound can exhibit favorable binding affinities to biological receptors, suggesting their suitability for further development into lead compounds. Furthermore, green chemistry principles have been applied to improve synthetic routes involving 4-Chloro-2-(methylsulfonyl)benzaldehyde, emphasizing sustainable practices such as solvent recovery and catalytic efficiency.

The agrochemical sector has also recognized the value of 4-Chloro-2-(methylsulfonyl)benzaldehyde as a precursor for developing novel pesticides and herbicides. Its structural motifs are reminiscent of established bioactive agrochemicals, suggesting that derivatives thereof could possess similar or improved efficacy against plant pathogens and pests. Investigational efforts have focused on modifying its core structure to enhance selectivity and reduce environmental impact, aligning with global trends toward sustainable agriculture.

From an industrial perspective, the demand for high-purity 4-Chloro-2-(methylsulfonyl)benzaldehyde has driven advancements in synthetic processes and purification techniques. Manufacturers now employ sophisticated methodologies to ensure consistent quality and yield, catering to both academic research laboratories and pharmaceutical companies. The compound's stability under various storage conditions further enhances its practicality as an industrial intermediate.

The future prospects for 4-Chloro-2-(methylsulfonyl)benzaldehyde are promising, given its multifaceted utility across multiple domains. Ongoing research aims to uncover new synthetic pathways and expand its applications in drug discovery and agrochemical development. Collaborative efforts between academia and industry are expected to yield innovative derivatives with enhanced therapeutic potential.

In conclusion,4-Chloro-2-(methylsulfonyl)benzaldehyde (CAS No. 849035-76-3) represents a cornerstone compound in modern chemical synthesis, particularly within pharmaceutical and agrochemical research. Its unique structural features enable diverse functionalization strategies, making it indispensable for developing novel bioactive molecules. As scientific understanding progresses, this compound is poised to play an increasingly pivotal role in addressing global challenges related to health and agriculture.

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