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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.

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  • 5765-44-6 Structure
  • Basic information

    1. Product Name: 5-Methylisoxazole
    2. 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
    3. CAS NO:5765-44-6
    4. Molecular Formula: C4H5NO
    5. Molecular Weight: 83.09
    6. EINECS: 227-289-8
    7. Product Categories: Oxazoles, Isoxazoles & Benzoxazoles;Oxazole&Isoxazole;Oxazoles, Isoxazoles & Benzoxazoles;Heterocycles
    8. Mol File: 5765-44-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 122°C
    3. Flash Point: 30°C
    4. Appearance: UN 1993
    5. Density: 1.018
    6. Refractive Index: n20/D 1.438(lit.)
    7. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    8. Solubility: N/A
    9. PKA: -1.68±0.50(Predicted)
    10. BRN: 104680
    11. CAS DataBase Reference: 5-Methylisoxazole(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5-Methylisoxazole(5765-44-6)
    13. EPA Substance Registry System: 5-Methylisoxazole(5765-44-6)
  • Safety Data

    1. Hazard Codes: F
    2. Statements: 10
    3. Safety Statements: 16-33
    4. RIDADR: 1993
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: 3.2
    8. PackingGroup: III
    9. Hazardous Substances Data: 5765-44-6(Hazardous Substances Data)

5765-44-6 Usage

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.

Check Digit Verification of cas no

The CAS Registry Mumber 5765-44-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,7,6 and 5 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 5765-44:
(6*5)+(5*7)+(4*6)+(3*5)+(2*4)+(1*4)=116
116 % 10 = 6
So 5765-44-6 is a valid CAS Registry Number.
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)

5765-44-6 Well-known Company Product Price

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  • Aldrich

  • (CDS019995)  5-Methylisoxazole  AldrichCPR

  • 5765-44-6

  • CDS019995-100MG

  • 644.67CNY

  • Detail

5765-44-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Methylisoxazole

1.2 Other means of identification

Product number -
Other names 5-methyl-1,2-oxazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5765-44-6 SDS

5765-44-6Relevant articles and documents

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

Xu, Jing,Chen, Juan,Ao, Yanhui,Wang, Peifang

supporting information, p. 3226 - 3230 (2021/05/29)

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.

An organo-NHC catalyzed domino addition approach for the selective synthesis of 5-butynylisoxazoles and subsequent Sonogashira coupling

Kankala, Shravankumar,Jonnalagadda, Sreekantha B.,Vasam, Chandra Sekhar

, p. 76582 - 76587 (2015/09/28)

A nucleophilic organo N-heterocyclic carbene (NHC) catalysed click-type fast domino addition of allenyl-MgBr to aryl nitrile oxides to produce 5-butynylisoxazoles with excellent selectivity and good yields is reported. The unwanted protonation and subsequent formation of 5-methylisoxazole byproducts is successfully suppressed. Furthermore, a Pd/Ag catalysed protocol for Sonogashira cross-coupling of 5-butynylisoxazoles to obtain the corresponding internal alkynes with high selectivity and yields is developed by minimising the alkyne homo-coupling.

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

Griesbeck, Axel G.,Franke, Marco,Neudoerfl, Joerg,Kotaka, Hidehiro

experimental part, p. 127 - 134 (2011/05/16)

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.

PYROLYSE-ECLAIR SOUS VIDE DE 1,2,4-TRIAZOLIDES = UNE ETUDE PAR SPECTROMETRIE DE MASSE EN TANDEM

Maquestiau, A.,Puk, E.,Flammang, R.

, p. 181 - 190 (2007/10/02)

A real-time analysis of the flash-vacuum pyrolysis products of some 1,2,4-triazolides has been performed by tandem mass spectrometry.Beside decay products, ketenes and the parent 1,2,4-triazole, 1-acyltriazoles give rise to 5-alkyloxazoles and nitrogen.This ring transformation reaction implies a sigmatropic shift of the acyl group from nitrogen to carbon, loss of nitrogen and cyclisation of the biradical intermediate. 5-aryloxazoles are similarly obtained from 1-aroyltriazoles.

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