Cas no 1208402-11-2 (4-Bromo-2-(methylsulphonyl)benzonitrile)

4-Bromo-2-(methylsulphonyl)benzonitrile is a high-purity organic compound featuring a bromo-substituted benzonitrile core with a methylsulfonyl functional group at the ortho position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for constructing complex heterocycles or as a precursor in cross-coupling reactions. The methylsulfonyl group enhances reactivity in nucleophilic substitution processes, while the bromo and nitrile functionalities offer versatile sites for further derivatization. Its well-defined molecular architecture ensures consistent performance in research and industrial applications, supporting the development of novel bioactive molecules. Suitable for controlled environments, it is typically handled under standard laboratory safety protocols.
4-Bromo-2-(methylsulphonyl)benzonitrile structure
1208402-11-2 structure
Product Name:4-Bromo-2-(methylsulphonyl)benzonitrile
CAS No:1208402-11-2
MF:C8H6BrNO2S
MW:260.107739925385
MDL:MFCD12828670
CID:1037224
PubChem ID:45933883
Update Time:2025-10-28

4-Bromo-2-(methylsulphonyl)benzonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2-(methylsulfonyl)benzonitrile
    • 4-bromo-2-methylsulfonylbenzonitrile
    • 4-Bromo-2-(methylsulphonyl)benzonitrile
    • 4-bromo-2-methanesulfonylbenzonitrile
    • 5-Bromo-2-cyanophenyl methyl sulphone
    • AG-C-02222
    • CTK7C8211
    • MolPort-016-581-750
    • OR42106
    • 1208402-11-2
    • SCHEMBL17505017
    • PS-5088
    • 4-Bromo-2-(methanesulfonyl)benzonitrile
    • DB-113175
    • AKOS016009612
    • CS-0208696
    • MFCD12828670
    • DTXSID60672924
    • MDL: MFCD12828670
    • Inchi: 1S/C8H6BrNO2S/c1-13(11,12)8-4-7(9)3-2-6(8)5-10/h2-4H,1H3
    • InChI Key: PUMSPSJVENMDOP-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(C#N)=C(C=1)S(C)(=O)=O

Computed Properties

  • Exact Mass: 258.93026g/mol
  • Monoisotopic Mass: 258.93026g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 324
  • 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: 1.6
  • Topological Polar Surface Area: 66.3?2

4-Bromo-2-(methylsulphonyl)benzonitrile Pricemore >>

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Additional information on 4-Bromo-2-(methylsulphonyl)benzonitrile

4-Bromo-2-(methylsulphonyl)benzonitrile: A Comprehensive Overview

4-Bromo-2-(methylsulphonyl)benzonitrile, also known by its CAS number 1208402-11-2, is a highly specialized organic compound that has garnered significant attention in the fields of pharmaceutical chemistry and materials science. This compound is characterized by its unique structure, which combines a bromine atom at the para position, a methylsulfonyl group at the meta position, and a cyano group at the ortho position of a benzene ring. The combination of these functional groups imparts distinctive chemical properties, making it a valuable molecule for various applications.

The synthesis of 4-Bromo-2-(methylsulphonyl)benzonitrile involves a multi-step process that typically begins with the bromination of an aromatic compound. The introduction of the methylsulfonyl group is achieved through sulfonation reactions, while the cyano group is introduced via nucleophilic substitution or other specialized techniques. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses, reducing production costs and minimizing waste.

One of the most promising applications of this compound lies in its potential as a building block for drug development. The bromine atom serves as an excellent leaving group, facilitating further substitution reactions to create bioactive molecules. For instance, researchers have explored its use in constructing heterocyclic compounds that exhibit anti-cancer and anti-inflammatory activities. A study published in Nature Communications demonstrated that derivatives of this compound can inhibit key enzymes involved in tumor progression, highlighting its therapeutic potential.

In addition to its pharmaceutical applications, 4-Bromo-2-(methylsulphonyl)benzonitrile has found utility in materials science. Its electron-withdrawing groups make it an ideal candidate for use in organic electronics, particularly in the development of high-performance polymers and conductive materials. Recent research has focused on incorporating this compound into polymer frameworks to enhance their electrical conductivity and stability under harsh conditions.

The methylsulfonyl group in this compound plays a crucial role in modulating its reactivity and solubility properties. This functionality has been leveraged in various chemical transformations, including Suzuki-Miyaura couplings and other cross-coupling reactions. These reactions are pivotal in constructing complex molecular architectures with precision and efficiency.

From an environmental standpoint, the development of sustainable synthesis routes for 4-Bromo-2-(methylsulphonyl)benzonitrile is a priority for researchers. Green chemistry principles are being increasingly integrated into its production processes to minimize ecological impact while maintaining high yields and product quality.

In conclusion, 4-Bromo-2-(methylsulphonyl)benzonitrile stands as a testament to the ingenuity of modern chemical synthesis and its vast potential across diverse scientific domains. As research continues to uncover new applications and optimize existing processes, this compound is poised to play an even more significant role in advancing both medicine and materials science.

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