1123-49-5

Basic information

• Product Name: 3,5-DIMETHYL-4-NITROISOXAZOLE
• Synonyms: AKOS B022232;3,5-DIMETHYL-4-NITROISOXAZOLE;ART-CHEM-BB B022232;3,5-DIMETHYL-4-NITROISOXAZOLE 98%;3,5-Dimethyl-4-nitroisoxazole ,98%;4-nitro-3,5-diMethylisoxazole;Isoxazole, 3,5-dimethyl-4-nitro-
• CAS NO: 1123-49-5
• Molecular Formula: C₅H₆N₂O₃
• Molecular Weight: 142.11
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Isoxazoles
• Mol File: 1123-49-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 67-69 °C(lit.)
• Boiling Point: 241.4℃
• Flash Point: 99.8℃
• Appearance: /
• Density: 1.293
• Vapor Pressure: 0.0559mmHg at 25°C
• Refractive Index: 1.509
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: -3.68±0.28(Predicted)
• CAS DataBase Reference: 3,5-DIMETHYL-4-NITROISOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIMETHYL-4-NITROISOXAZOLE(1123-49-5)
• EPA Substance Registry System: 3,5-DIMETHYL-4-NITROISOXAZOLE(1123-49-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 1123-49-5(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white solid

Uses

3,5-Dimethyl-4-nitroisoxazole was used in the synthesis of:series of methylene bis-isoxazolo[4,5-b]azepines, via reaction with methylene bis-chalconesphenylmethylene bis-isoxazolo[4,5-b]azepine derivatives3-arylglutaric acids, bis-isoxazoles and bis-pyrazoles

InChI:InChI=1/C5H6N2O3/c1-3-5(7(8)9)4(2)10-6-3/h1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 1122-05-0 3-methyl-4-nitroisoxazole 
• 16114-47-9 3,5-dimethylisoxazole-4-boronic acid 
• 120-72-9 indole 
• 3377-71-7 N-benzylindole 
• 95-20-5 2-methyl-1H-indole 
• 10075-50-0 5-bromo-1H-indole 
• 603-76-9 1-methylindole 

Downstream Products

• 132869-20-6 ethyl 2-carbethoxy-4-(3-methyl-4-nitroisoxazol-5-yl)-3-phenylbutyrate 
• 103806-31-1 2-Acetyl-4-(3-methyl-4-nitro-isoxazol-5-yl)-3-p-tolyl-butyric acid ethyl ester 
• 103806-30-0 2-Acetyl-3-(4-methoxy-phenyl)-4-(3-methyl-4-nitro-isoxazol-5-yl)-butyric acid ethyl ester 
• 79510-60-4 3-[2-(3-Methyl-4-nitro-isoxazol-5-yl)-1-p-tolyl-ethyl]-pentane-2,4-dione 
• 79510-61-5 3-[1-(4-Methoxy-phenyl)-2-(3-methyl-4-nitro-isoxazol-5-yl)-ethyl]-pentane-2,4-dione 
• 114650-08-7 α-carbethoxy-β-(o-hydroxyphenyl)-γ-(3-methyl-4-nitro-5-isoxazolyl)-n-butyronitrile 
• 114650-07-6 ethyl α-carbethoxy-β-(o-hydroxyphenyl)-γ-(3-methyl-4-nitro-5-isoxazolyl)-n-butyrate 
• 651032-02-9 2-cyano-4-(3-methyl-4-nitro-isoxazol-5-yl)-3-phenyl-butyric acid ethyl ester 
• 27224-47-1 3-(1H-indol-3-yl)-3-phenylpropionic acid 
• 924650-65-7 3-[2-(3-methyl-4-nitroisoxazol-5-yl)-1-phenylethyl]-1H-indole 
• 924650-75-9 3-[1-(furan-2-yl)-2-(3-methyl-4-nitroisoxazol-5-yl)ethyl]-1H-indole 
• 51978-97-3 (E)-5-(4-chlorostyryl)-3-methyl-4-nitroisoxazole 

Relevant articles and documents

N-Nitroheterocycles: Bench-Stable Organic Reagents for Catalytic Ipso-Nitration of Aryl- And Heteroarylboronic Acids

Photocatalytic and metal-free protocols to access various aromatic and heteroaromatic nitro compounds through ipso-nitration of readily available boronic acid derivatives were developed using non-metal-based, bench-stable, and recyclable nitrating reagents. These methods are operationally simple, mild, regioselective, and possess excellent functional group compatibility, delivering desired products in up to 99% yield.

Styrylisoxazole-based fluorescent probes for the detection of hydrogen sulfide

Styrylisoxazoles bearing a nitro group linked to bulky aromatic rings have been synthesized and examined for their absorption and emission studies in organic solvents and water. The molecules showed emission in the visible region with significant solvatochromic emission shifts influenced by the extended conjugation of aromatic rings and intramolecular charge transfer. These absorption and emission changes were used for the efficient and sensitive detection of trace concentrations of hydrogen sulfide (H2S) through the reduction of the nitro group to the amine group in the presence of aqueous sodium sulfide. The experimental results indicated that the probes exhibit an excellent emission response with large shifts in the emission and sensitivity with a micromolar detection limit.

Organocatalyzed asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactam

Highly efficient asymmetric vinylogous 1,6-Michael addition of α,β-unsaturated γ-butyrolactam to 3-methyl-4-nitro-5-alkenyl- isoxazoles and Michael addition to trichloromethyl ketones by using a chiral quinine-derived squaramide organocatalyst were described, giving products with high diastereo- and enantioselectivities (up to >25:1 dr and 96% ee).