10557-82-1

Basic information

• Product Name: 3,4,5-trimethyloxazole
• Synonyms: 3,4,5-trimethyloxazole
• CAS NO: 10557-82-1
• Molecular Formula: C₆H₉NO
• Molecular Weight: 111.14
• Mol File: 10557-82-1.mol

Chemical Properties

• Boiling Point: 181.6°Cat760mmHg
• Flash Point: 55.5°C
• Appearance: /
• Density: 0.972g/cm³
• Vapor Pressure: 1.15mmHg at 25°C
• Refractive Index: 1.456
• CAS DataBase Reference: 3,4,5-trimethyloxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-trimethyloxazole(10557-82-1)
• EPA Substance Registry System: 3,4,5-trimethyloxazole(10557-82-1)

Safety Data

• Hazardous Substances Data: 10557-82-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H9NO/c1-4-5(2)7-8-6(4)3/h1-3H3

Upstream product

• 53257-32-2 4-(bromomethyl)-3,5-dimethylisoxazole 
• 123-54-6 acetylacetone 
• 79-24-3 Nitroethane 
• 7732-18-5 water 
• 109-89-7 diethylamine 
• 107-10-8 propylamine 
• 64-17-5 ethanol 
• 1522-25-4 4-hydroxy-3-methylpent-3-en-2-one 
• 815-57-6 3-Methyl-2,4-pentanedione 
• 19788-37-5 4-chloromethyl-3,5-dimethylisoxazole 
• 832114-00-8 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole 
• 74-88-4 methyl iodide 
• 93-97-0 benzoic acid anhydride 
• 15435-71-9 sodium acetoacetonate 

Downstream Products

• 1113-62-8 4-amino-3-methylpent-3-en-2-one 
• 1270037-72-3 C₁₄H₁₇NO₃ 
• 1270037-73-4 C₁₄H₁₇NO₃ 
• 79798-22-4 1-tert-Butylamino-3-{2-[(E)-2-(3,4-dimethyl-isoxazol-5-yl)-vinyl]-phenoxy}-propan-2-ol 
• 80196-26-5 3,4-Dimethyl-5-[(E)-2-(2-oxiranylmethoxy-phenyl)-vinyl]-isoxazole 
• 79798-33-7 3,4-dimethyl-5-<2-(2-hydroxyphenyl)ethenyl>isoxazole 
• 34557-54-5 methane 
• 74-84-0 ethane 
• 7664-41-7 ammonia 
• 75-05-8 acetonitrile 

Relevant articles and documents

Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters

A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biologically active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.

Asymmetric catalysis of the carbonyl-amine condensation: Kinetic resolution of primary amines

A Br?nsted acid catalyzed kinetic resolution of primary amines is described that is based on the condensation between an amine and a carbonyl compound. 1,3-Diketones react with racemic α-branched amines to furnish the corresponding enantioenriched enaminone and recovered starting material. Good to excellent enantioselectivity was observed with both aromatic and aliphatic primary amines. This process represents the first small-molecule catalyzed kinetic resolution of aliphatic amines.

Continuous-flow microliter microwave irradiation in the synthesis of isoxazole derivatives: An optimization procedure

An efficient method was developed for the synthesis of 3,4,5-trisubstituted and 3,5-disubstituted isoxazoles by using continuous-flow microwave-heated microreactors. A study on the separate effects of the temperature, continuous-flow regime, and microwave irradiation showed that the continuous-flow regime had important effects for less reactive diketones, where microwave heating enhanced the reaction, permitting the formation of 5-methyl-3-phenylisoxazole, which was not formed in the absence of microwaves. Georg Thieme Verlag Stuttgart · New York.

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.

Oxidative nitration of mononitroalkanes in a system sodium nitrite-polyhaloalkane

In reaction of nitroethane lithium salt with sodium nitrite in DMSO, DMF or HMPA involving polyhaloalkanes 1,1-dinitroethane formed in a high yield. The highest yield was obtained with bromo-and iododerivatives. The reaction fits to a kinetic equation of over all second order: the first with respect to the nitroethane anion, and the first in polyhaloalkane. The rate constants of the process are linearly dependent on the electron affinities of the perhaloalkanes molecules. Nauka/Interperiodica 2007.

THE 5-ALKOXYMETHYL-, 5-ALKYLTHIOMETHYL-, AND 5-DIALKYLAMINOMETHYL-ISOXAZOLES

A variety of methods were used for the preparation of the 5-alkoxymethyl-, 5-alkylthiomethyl,- and 5-dialkylaminomethyl-isoxazoles.A novel method for the separation of the isomeric mixture of 3-(5-)methoxymethyl-5-(3-)methylisoxazoles (obtained by the rea

SELECTIVE REDUCTION OF ISOXAZOLES WITH SAMARIUM DIIODIDE

Samarium diiodide is an efficient reagent for the reductive cleavage of the O-N bond of isoxazoles.Olefins, esters, and acetals are stable to the reaction conditions, benzylic halides and aldehydes are not.