1073-18-3

Usage

Uses

Used in Organic Synthesis:
3-Methyl-4-nitro-isothiazole is used as a building block in organic synthesis for the creation of various complex organic molecules. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Methyl-4-nitro-isothiazole is used as an intermediate in the synthesis of drug molecules. Its presence in the molecular structure can impart specific biological activities, such as antimicrobial, anti-inflammatory, or analgesic properties, depending on the final drug molecule's design.
Used in Agrochemicals:
3-Methyl-4-nitro-isothiazole is also utilized in the agrochemical industry as a precursor for the development of pesticides and other crop protection agents. Its incorporation into these compounds can enhance their effectiveness in controlling pests and diseases, thereby improving crop yields and quality.

Upstream product

• 693-92-5 3-methylisothiazole 
• 4592-53-4 3-methyl-4-nitro-5-isothiazolecarboxylic acid 

Downstream Products

• 53483-97-9 3-methylisothiazol-4-amine 

Relevant academic research and scientific papers

Synthesis and experimental versus theoretical research on spectroscopic and electronic properties of 3-methyl-4-nitroisothiazole

The alternative way of synthesis of valuable 5-amino-3-methylisothiazole and 3-methyl-4-nitroisothiazole has been presented and described. It appeared that new, undescribed 3,3′-dimethyl-4,4′-dinitro-5,5′-bisisothiazole has been produced as a side-product during synthesis. Both experimental and calculated spectral and electronic properties of 3-methyl-4-nitroisothiazole have been extensively researched and discussed. The complete vibrational assignments were made on the basis of potential energy distributions PED. The fully anharmonic infrared and Raman spectra with calculated anharmonic intensities for fundamental bands, overtones as well as combination bands are presented. Vibrational spectra predicted by anharmonic approximation agree very well with experimental data. The stability of molecules of 3-methyl-4-nitroisothiazole arising from hyper conjugative interaction has been estimated using natural bond orbital (NBO 6.0) analysis. The combined frontier molecular orbital and NBO analysis of canonical molecular orbitals was used to predict the most probable sites of 3-methyl-4-nitroisothiazole molecule where single electron can be accepted to and detached from. Measured reduction potential of 3-methyl-4-nitroisothiazole and calculated electron affinity point out that this compound is susceptible to reduction at the similar level of 1-methyl-3-nitropyrazole and this susceptibility is much more than respective 1-methyl-4-nitropyrazole. UV-Vis spectra analysis reveals a nature of valence electron excitation and electron transition of 3-methyl-4-nitroisothiazole. Besides, unambiguous assignment of NMR signal shifts of carbon atoms of isothiazole ring of 3-methyl-4-nitroisothiazole, 5-amino-3-methylisothiazole and intermediate and side products of synthesis was conducted thanks to full detailed analysis of 1H, 13C NMR spectra and their two dimensional (2D) variants. Additionally, molar enthalpy of vaporization (ΔHvap) of 3-methyl-4-nitroisothiazole has been estimated (ΔHvap = 52.2 kJ/mol).