Cas no 20901-98-8 (4-methyl-2-nitrobenzene-1-sulfonamide)

4-Methyl-2-nitrobenzene-1-sulfonamide is a sulfonamide derivative characterized by its nitro and methyl functional groups, which impart distinct reactivity and structural properties. This compound is primarily utilized in organic synthesis and pharmaceutical research as an intermediate for constructing more complex molecules. Its sulfonamide moiety offers potential for further functionalization, while the nitro group enhances electrophilic properties, making it valuable in substitution and reduction reactions. The methyl group contributes to steric and electronic effects, influencing regioselectivity in synthetic pathways. The compound's stability under standard conditions ensures consistent performance in laboratory applications. It is typically handled with standard safety precautions due to the presence of the nitro group.
4-methyl-2-nitrobenzene-1-sulfonamide structure
20901-98-8 structure
Product Name:4-methyl-2-nitrobenzene-1-sulfonamide
CAS No:20901-98-8
MF:C7H8N2O4S
MW:216.214420318604
MDL:MFCD01108136
CID:1396496
PubChem ID:5046265
Update Time:2025-06-07

4-methyl-2-nitrobenzene-1-sulfonamide Chemical and Physical Properties

Names and Identifiers

    • Benzenesulfonamide, 4-methyl-2-nitro-
    • 4-methyl-2-nitrobenzene-1-sulfonamide
    • GS0945
    • AKOS009096808
    • CS-0350869
    • 4-methyl-2-nitrobenzenesulfonamide
    • 20901-98-8
    • EN300-270633
    • Oprea1_123552
    • SCHEMBL9734767
    • MDL: MFCD01108136
    • Inchi: 1S/C7H8N2O4S/c1-5-2-3-7(14(8,12)13)6(4-5)9(10)11/h2-4H,1H3,(H2,8,12,13)
    • InChI Key: HMHJPNRCHAPXDB-UHFFFAOYSA-N
    • SMILES: S(C1C=CC(C)=CC=1[N+](=O)[O-])(N)(=O)=O

Computed Properties

  • Exact Mass: 216.02054
  • Monoisotopic Mass: 216.02047791g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 316
  • 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: 0.7
  • Topological Polar Surface Area: 114?2

Experimental Properties

  • PSA: 103.3

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Additional information on 4-methyl-2-nitrobenzene-1-sulfonamide

Benzenesulfonamide, 4-methyl-2-nitro- (CAS No. 20901-98-8)

Benzenesulfonamide, 4-methyl-2-nitro- is a chemical compound with the CAS registry number 20901-98-8. This compound belongs to the class of sulfonamides, which are widely studied in organic chemistry due to their versatile applications in pharmaceuticals, agrochemicals, and materials science. The molecular structure of this compound consists of a benzene ring substituted with a methyl group at the 4-position and a nitro group at the 2-position, with a sulfonamide functional group attached to the benzene ring.

The sulfonamide functional group (-SO?NH?) is known for its ability to form hydrogen bonds, which contributes to its potential as a bioisostere in drug design. Recent studies have explored the role of sulfonamides in modulating enzyme activity and receptor binding, making them valuable candidates in medicinal chemistry. The substitution pattern of this compound—specifically the methyl and nitro groups—plays a significant role in its electronic properties and reactivity. The nitro group at the 2-position introduces electron-withdrawing effects, which can influence the compound's stability and reactivity during synthesis and application.

From a synthetic perspective, Benzenesulfonamide, 4-methyl-2-nitro- can be prepared through various routes, including nucleophilic aromatic substitution and coupling reactions. Researchers have optimized these methods to improve yield and selectivity, particularly by employing catalytic systems or directing groups to control regioselectivity. For instance, recent advancements in transition-metal-catalyzed cross-coupling reactions have enabled more efficient syntheses of substituted sulfonamides.

In terms of applications, this compound has shown promise in several fields. In pharmacology, it has been investigated as a potential lead molecule for anti-inflammatory and anti-cancer agents due to its ability to inhibit specific kinases or modulate cellular signaling pathways. Additionally, its electronic properties make it a candidate for use in organic electronics or as a precursor for advanced materials.

The environmental impact and safety profile of Benzenesulfonamide, 4-methyl-2-nitro- are also areas of interest. Studies have assessed its biodegradability and toxicity under various conditions. While it exhibits moderate stability under standard conditions, its degradation products are being evaluated for their environmental fate and potential risks.

In conclusion, Benzenesulfonamide, 4-methyl-2-nitro- (CAS No. 20901-98-8) is a multifaceted compound with significant potential across diverse chemical disciplines. Its unique structure and functional groups make it an intriguing subject for both fundamental research and applied development. As ongoing studies continue to uncover new insights into its properties and applications, this compound remains an important focus in contemporary chemical research.

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