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

Description

3,5-Dimethyl-4-nitroisoxazole is a white to off-white solid that is commonly used in the synthesis of various organic compounds. It is a heterocyclic compound with a unique structure that allows it to participate in a variety of chemical reactions.

Uses

Used in Pharmaceutical Industry:
3,5-Dimethyl-4-nitroisoxazole is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its unique structure allows it to be incorporated into a wide range of drug molecules, making it a valuable tool in the development of new medications.
Used in Organic Synthesis:
3,5-Dimethyl-4-nitroisoxazole is used as a key building block in the synthesis of a variety of organic compounds, including methylene bis-isoxazolo[4,5-b]azepines, phenylmethylene bis-isoxazolo[4,5-b]azepine derivatives, 3-arylglutaric acids, bis-isoxazoles, and bis-pyrazoles. Its versatility in chemical reactions makes it an important component in the synthesis of complex organic molecules.
Used in Research and Development:
3,5-Dimethyl-4-nitroisoxazole is used as a research compound in the development of new synthetic methods and the study of chemical reactions. Its unique properties and reactivity make it an interesting subject for research in the field of organic chemistry.

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

Upstream product

• 300-87-8 3,5-dimethyl-1,2-oxazole 
• 186581-53-3 diazomethane 
• 1122-05-0 3-methyl-4-nitroisoxazole 
• 108560-92-5 (Z)-3,5-dimethyl-5-hydroxi-4-hydroxyimino-2-isoxazoline 
• 29917-12-2 Isonitrosoacetylacetone 
• 123-54-6 acetylacetone 
• 16990-73-1 2-Hydroxyindole 
• 132712-71-1 5-hydroxy-3-methylpyrazole 
• 2295-31-0 thiazoline-2,4-dione 
• 4303-29-1 4-thioxo-2-thiazolidinone 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 75-52-5 nitromethane 
• 109-77-3 malononitrile 
• 603-76-9 1-methylindole 

Downstream Products

• 53557-96-3 3-methyl-4-nitro-5-(4t-phenyl-buta-1,3-dien-t-yl)-isoxazole 
• 90008-59-6 4-Nitro-3,5-dimethyl-1-ethylpyrazol 
• 51978-94-0 (E)-3-methyl-4-nitro-5-styrylisoxazole 
• 51978-98-4 5-[(E)-2-(4-methoxyphenyl)-1-ethenyl]-3-methyl-4-nitroisoxazole 
• 5809-38-1 3,5-dimethyl-4-nitro-1-phenyl-1H-pyrazole 
• 53557-99-6 N,N-dimethyl-4-[trans-2-(3-methyl-4-nitro-isoxazol-5-yl)-vinyl]-aniline 
• 31329-64-3 3,5-dimethylisoxazol-4-amine 
• 14531-55-6 3,5-dimethyl-4-nitro-1H-pyrazole 
• 68257-76-1 3-(4-chloro-phenyl)-4-(3-methyl-4-nitro-isoxazol-5-yl)-1-phenyl-butan-1-one 
• 68257-77-2 3-(4-chloro-phenyl)-4-(3-methyl-4-nitro-isoxazol-5-yl)-1-p-tolyl-butan-1-one 
• 68257-73-8 4-(3-methyl-4-nitro-isoxazol-5-yl)-1-naphthalen-2-yl-3-phenyl-butan-1-one 
• 68257-78-3 3-(2,4-dichloro-phenyl)-4-(3-methyl-4-nitro-isoxazol-5-yl)-1-phenyl-butan-1-one 
• 91975-03-0 4-Nitro-3-methyl-5-<2-(4-nitro-anilino)-vinyl>-isoxazol 
• 68257-70-5 3-methyl-4-nitro-5-(2,4-diphenyl-4-oxobutyl)isoxazole 

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).