156777-04-7

Basic information

• Product Name: Isoxazole, 5-methyl-3-(4-methylphenyl)-
• Synonyms: 5-Methyl-3-p-tolyl-isoxazol;Isoxazole,5-methyl-3-(4-methylphenyl);5-methyl-3-p-tolyl-isoxazole;3-(4-methylphenyl)-5-methylisoxazole
• CAS NO: 156777-04-7
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• Mol File: 156777-04-7.mol

Chemical Properties

• Melting Point: 57-59 °C
• Boiling Point: 295.1±9.0 °C(Predicted)
• Density: 1.060±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Isoxazole, 5-methyl-3-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoxazole, 5-methyl-3-(4-methylphenyl)-(156777-04-7)
• EPA Substance Registry System: Isoxazole, 5-methyl-3-(4-methylphenyl)-(156777-04-7)

Safety Data

• Hazardous Substances Data: 156777-04-7(Hazardous Substances Data)

Upstream product

• 130649-66-0 1-(4-Methylphenyl)-3-buten-1-one 
• 24165-63-7 1-p-tolyl-3-buten-1-ol 
• 904672-45-3 1-(p-tolyl)-3-buten-1-one oxime 
• 4023-84-1 4-(p-tolyl)-3-buten-2-one 
• 36288-37-6 N-hydroxy-4-methylbenzenecarboximidoyl chloride 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 828939-54-4 5-[(phenylselanyl)methyl]-3-(p-tolyl)-4,5-dihydroisoxazole 
• 36288-37-6 (Z)-N-hydroxy-4-methylbenzene-1-carbonimidoyl chloride 
• 106-96-7 propargyl bromide 
• 13820-14-9 4-methylbenzonitrile oxide 
• 867204-00-0 5-(iodomethyl)-3-(p-tolyl)-4,5-dihydroisoxazole 
• 7803-49-8 hydroxylamine 

Relevant articles and documents

Polystyrene-supported 2-bromoallyl sulfone as an efficient reagent for synthesis of 3,5-disubstituted isoxazoles

A facile method has been developed for the solid-phase organic synthesis of 3,5-disubstituted isoxazoles from polystyrene-supported 2-bromoallyl sulfone. The advantages of this method include a straightforward and convenient procedure, high product yield,

Cycloisomerization of acetylenic oximes and hydrazones under gold catalysis: Synthesis and cytotoxic evaluation of isoxazoles and pyrazoles

The synthesis of substituted isoxazoles and pyrazoles through a general cycloisomerization methodology has been reported. The capability of gold(III) chloride to promote cycloisomerization of both α, β-acetylenic oximes and α, β-acetylenic hydrazones is t

Oxime-mediated facile access to 5-methylisoxazoles and applications in the synthesis of valdecoxib and oxacillin

A palladium-catalyzed efficient synthesis of 5-methylisoxazoles via oxime-mediated functionalization of unactivated olefins is described. The reaction affords a variety of 5-methylisoxazoles in moderate to good yields. To further demonstrate the utility of the method, the rapid synthesis of valdecoxib and oxacillin is reported. (Chemical Equation Presented).

Gold(III)-catalyzed synthesis of isoxazoles by cycloisomerization of α,β-acetylenic oximes

Cycloisomerization of,-acetylenic oximes leading to substituted isoxazoles was achieved using AuCl3 as catalyst, under moderate reaction conditions. The reaction can be applied to various acetylenic oximes and gives good to excellent yields. Th

Efficient and regioselective one-pot synthesis of 3-substituted and 3,5-disubstituted isoxazoles

(Figure Presented) A series of 3-substituted and 3,5-disubstituted isoxazoles have been efficiently synthesized in moderate to excellent yields by the reaction of N-hydroxyl-4-toluenesulfonamide with α,β-unsaturated aldehydes/ketones. This novel strategy is associated with readily available starting materials, mild conditions, high regioselectivity, and wide scope.

Reaction of allenylmagnesium and allenylindium bromides with nitrile oxides: synthesis of novel 5-butynyl- and 5-methylisoxazoles

5-Butynylisoxazoles were obtained in high yields through a domino addition, C-O heterocyclization involving allenylmagnesium bromide and benzonitrile oxide in dry THF, in which the corresponding 5-methylisoxazoles were isolated in trace amounts. However, when the reactions were attempted in aqueous media using allenylindium bromide, 5-methylisoxazoles were formed as the sole products in high yields.

Preparation of isoxazol(in)yl substituted selenides and their further deselenenylation reaction to synthesize 3,5-disubstituted isoxazoles

We report a mild 1,3-dipolar cycloaddition protocol for the preparation of 3-aryl-5-phenylselenomethyl isoxazoles and isoxazolines regioselectively. The former was further reacted with LDA and electrophilic substrates followed by selenoxide syn-eliminatio

A novel cleavage for polystyrene-supported selenium resins: An efficient route to 3,5-disubstituted isoxazolines and their derivatives

We report here a novel cleavage method for polystyrene-supported selenium resin using CH3I-NaI under mild conditions to prepare 3,5-disubstituted isoxazolines. The polymer selenium resins can be reused without further transformation. Georg Thie