504-73-4

Basic information

• Product Name: 4,5-Dihydroisoxazole
• Synonyms: 2-Isoxazoline;4,5-Dihydroisoxazole;Isoxazoline
• CAS NO: 504-73-4
• Molecular Formula: C₃H₅NO
• Molecular Weight: 71.08
• Mol File: 504-73-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 73.8±23.0 °C(Predicted)
• Appearance: /
• Density: 1.13±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 4,5-Dihydroisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Dihydroisoxazole(504-73-4)
• EPA Substance Registry System: 4,5-Dihydroisoxazole(504-73-4)

Safety Data

• Hazardous Substances Data: 504-73-4(Hazardous Substances Data)

Usage

Description

4,5-Dihydroisoxazoles (2-isoxazolines) contain an O-alkyl oxime moiety within a five-membered ring. These heterocycles draw tremendous interest as structural motifs of biologically active compounds and have established their position as synthons in synthetic organic chemistry. The compounds belonging to this class demonstrated their capacity to mask other functional groups for further functionalization of the ring to generate a variety of organic molecules.

Chemical Reactivity

4,5-Dihydroisoxazoles having a proton at the C3-position easily undergo isomerization under the influence of a base to generate β-hydroxynitriles. These heterocycles can also be converted to the corresponding amino alcohols through reduction of internal oxime functionality. Apart from these reactions, the selective scission of the N-O bond under various conditions has also been reported.

Downstream Products

• 288-14-2 ISOXAZOLE 
• 504-72-3 isoxazolidine 

Relevant articles and documents

Epothilone derivatives and methods for making and using the same

The present invention relates to bicyclic compounds wherein one of the cyclic moieties is a 16-membered macrocycle and to methods for making and using these compounds. The present invention provides compounds of the formula wherein: R1, R2, and R3 are each independently hydrogen, methyl or ethyl; R4 is hydrogen, hydroxyl, fluoro, oxo, oximino, or NRR′ where R and R′ are independently hydrogen, C1-C10 aliphatic, aryl or alkylaryl; R5 is hydrogen, oxo, or C1-C10 aliphatic; R6 is hydrogen, hydroxyl, oxo, C1-C10 aliphatic, C1-C10 alkylester, or halide, or optionally R5 and R6 together form a carbon-carbon bond; R7 is hydrogen, methyl, ethyl, methoxy, or OH; X is fused substituted or unsubstituted heterocyclo; Y is substituted or unsubstituted heterocyclo; R9 is aryl or —CH═C(Me)-Aryl; and, W is O or NR8 where R8 is hydrogen, C1-C10 aliphatic, aryl or alkylaryl.

Crystalline form of 4- [ 5-methyl-3-phenylisoxazol-4-yl ] benzenesulfonamide

A stable crystalline form of 4-[5-methyl-3-phenylisoxazol-4-yl]benzenesulfonamide is described. This crystal structure, designated Form B, is more stable, has favorable handling properties and is characterized by its melting point, x-ray and other physical characterizations.

Substituted isoxazolidines and isoxazolines as intermediates for delimopinal

The invention concerns intermediates having the formula STR1 wherein R is 2-propylpentyl optionally with one, two or three internal unsaturated bonds, or 2-substituted-2-propylpentyl optionally with one or two internal unsaturated bonds wherein the 2-substituent is a leaving group.