5765-44-6

Basic information

• Product Name: 5-Methylisoxazole
• Synonyms: 5-methyl-isoxazol;NSC 52269;5-METHYLISOXAZOLE;5-METHYLISOXAZOLE 95+%;5-Methyl-1,2-oxazole;5-Methylisoxazole,96%;Ai3-34641;Einecs 227-289-8
• CAS NO: 5765-44-6
• Molecular Formula: C₄H₅NO
• Molecular Weight: 83.09
• EINECS: 227-289-8
• Product Categories: Oxazoles, Isoxazoles & Benzoxazoles;Oxazole&Isoxazole;Oxazoles, Isoxazoles & Benzoxazoles;Heterocycles
• Mol File: 5765-44-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 122°C
• Flash Point: 30°C
• Appearance: UN 1993
• Density: 1.018
• Refractive Index: n20/D 1.438(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.68±0.50(Predicted)
• BRN: 104680
• CAS DataBase Reference: 5-Methylisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methylisoxazole(5765-44-6)
• EPA Substance Registry System: 5-Methylisoxazole(5765-44-6)

Safety Data

• Hazard Codes: F
• Statements: 10
• Safety Statements: 16-33
• RIDADR: 1993
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 5765-44-6(Hazardous Substances Data)

Usage

Description

5-Methylisoxazole is an organic compound belonging to the isoxazole class, characterized by the presence of a methyl group attached to the isoxazole ring. It is a valuable building block and intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
5-Methylisoxazole is used as a building block for the development of new pharmaceuticals, particularly in the synthesis of drugs targeting various diseases. Its unique structure allows for the creation of diverse chemical entities with potential therapeutic applications.
Used in Agrochemical Industry:
5-Methylisoxazole is utilized as a key intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds, contributing to improved crop yields and protection.
Used in Organic Synthesis:
5-Methylisoxazole serves as a versatile building block in organic synthesis, enabling the creation of a wide range of organic compounds with diverse applications. Its reactivity and structural features make it a valuable component in the development of new materials and chemicals.
Upon pyrolysis, 5-Methylisoxazole forms a ketonitrile, which can be further utilized in various chemical reactions and applications, expanding its utility in the chemical industry.

InChI:InChI=1/C19H16N4O3/c24-19(22-21-12-14-5-9-18(10-6-14)23(25)26)13-20-17-8-7-15-3-1-2-4-16(15)11-17/h1-12,20H,13H2,(H,22,24)

Upstream product

• 313048-10-1 but-2-ynal oxime 
• 497-19-8 sodium carbonate 
• 1809-59-2 4-(diethylamino)-3-butene-2-one 
• 69190-65-4 1,1,3-triethoxy-but-2-ene 
• 13788-89-1 4-phenylamino-3-buten-2-one 
• 1809-57-0 4-piperidin-1-yl-but-3-en-2-one 
• 68289-76-9 2-acetyl-2H-azirine 
• 7732-18-5 water 
• 22022-34-0 1,1-dimethoxy-but-2-yne 
• 67-56-1 methanol 
• 2806-41-9 1-ethoxybut-1-en-3-yne 
• 64-17-5 ethanol 
• 5436-21-5 acetylacetaldehyde dimethyl acetal 
• 66912-26-3 o-nitrobenzonitrile N-oxide 

Downstream Products

• 861537-98-6 3-cyano-2,2-dimethyl-4,6-dioxo-cyclohexanecarboxylic acid ethyl ester 
• 2469-99-0 Cyanoaceton 
• 40200-94-0 (E/Z)-3-phenylaminobut-2-enenitrile 
• 1131-18-6 1-Phenyl-3-methyl-5-aminopyrazole 
• 7064-36-0 4-chloro-5-methyl-isoxazole 
• 7064-37-1 4-bromo-5-methylisoxazole 
• 1122-06-1 4-nitro-5-methylisoxazole 
• 1118-61-2 3-Aminocrotononitrile 
• 28317-57-9 phenylazo acetylacetonitrile 
• 70102-90-8 3,5-Dihydroxy-5,5-diphenyl-pentanenitrile 
• 125103-96-0 3-hydroxy-5-phenylpentanenitrile 
• 88590-04-9 α-Cyan-dibenzyliden-aceton 
• 70102-93-1 (Z)-5-Amino-3-oxo-5-phenyl-pent-4-enenitrile 
• 89809-70-1 1-Isobutyliden-1-cyan-aceton 

Relevant articles and documents

0D/1D AgI/MoO3 Z-scheme heterojunction photocatalyst: Highly efficient visible-light-driven photocatalyst for sulfamethoxazole degradation

Low dimension nano photocatalysts show great potential in the field of treating contaminated water for their large surface area and size effect. In this study, a 0D/1D AgI/MoO3 Z-scheme photocatalyst with striking photocatalytic performance was constructed successfully. The one-dimensional MoO3 nanobelts were prepared by a simple hydrothermal method, and then it was modified by AgI nanoparticles in a handy deposition approach. When choosing sulfamethoxazole (SMZ) as the target contaminant, the rate constant value of the optimal 0D/1D AgI/MoO3 composite could hit up to 0.13 min?1, which is nearly 22.4 times and 32.5 times as that of pure MoO3 (0.0058 min?1) and AgI (0.0040 min?1), respectively. A series of detailed characterizations give evidences that the charge transfer in the composite followed Z scheme mechanism. Therefore, efficient separation/transfer and the remained high redox activity of photogenerated carriers played a vital role in the sharply enhanced photocatalytic properties. The possible degradation pathways of SMZ were proposed based on the intermediates detected by high-performance liquid chromatography-mass spectrometry (HPLC-MS). Meanwhile, the magnificent cyclic stability makes the material a promising material in the practical application.

Photocycloaddition of aromatic and aliphatic aldehydes to isoxazoles: Cycloaddition reactivity and stability studies

The first photocycloadditions of aromatic and aliphatic aldehydes to methylated isoxazoles are reported. The reactions lead solely to the exo-adducts with high regio- and diastereoselectivities. Ring methylation of the isoxazole substrates is crucial for high conversions and product stability. The 6-arylated bicyclic oxetanes 9a-9c were characterized by X-ray structure analyses and showed the highest thermal stabilities. All oxetanes formed from isoxazoles were highly acid-sensitive and also thermally unstable. Cleavage to the original substrates is dominant and the isoxazole derived oxetanes show type T photochromism.