24423-88-9

Basic information

• Product Name: 3,4-dihydro-2H-pyrrole 1-oxide
• CAS NO: 24423-88-9
• Molecular Formula: C₄H₇NO
• Molecular Weight: 85.1045
• Mol File: 24423-88-9.mol
• Article Data: 48

Chemical Properties

• Boiling Point: 305.6°C at 760 mmHg
• Flash Point: 182.2°C
• Density: 1.01g/cm³
• Vapor Pressure: 0.00147mmHg at 25°C
• Refractive Index: 1.486
• CAS DataBase Reference: 3,4-dihydro-2H-pyrrole 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dihydro-2H-pyrrole 1-oxide(24423-88-9)
• EPA Substance Registry System: 3,4-dihydro-2H-pyrrole 1-oxide(24423-88-9)

Safety Data

• Hazardous Substances Data: 24423-88-9(Hazardous Substances Data)

Upstream product

• 5904-62-1 pyrrolidin-1-ol 
• 123-75-1 pyrrolidine 
• 115819-90-4 2-cyano-1-hydroxypyrrolidine 
• 147-85-3 L-proline 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 609-36-9 rac-Pro-OH 
• 67-66-3 chloroform 

Downstream Products

• 110973-89-2 3-phenyl-tetrahydro-pyrrolo[1,2-b][1,2,4]oxadiazol-2-one 
• 99075-08-8 1-Hydroxy-2-phenylpyrrolidine 
• 5904-62-1 pyrrolidin-1-ol 
• 67496-25-7 2-phenyl-hexahydro-pyrrolo[1,2-b]isoxazole 
• 72473-07-5 2c-(2-methoxy-6-methyl-phenyl)-(3ar)-hexahydro-pyrrolo[1,2-b]isoxazole 
• 139376-75-3 (1-benzyl-pyrrolidin-2-yl)-acetic acid ethyl ester 
• 618106-98-2 2-phenoxyhexahydropyrrolo[1,2-b]isoxazole 

Relevant articles and documents

New conformationally locked bicyclic N,O-nucleoside analogues of antiviral drugs

In order to obtain rigidity within the sugar moiety of nucleosides, the bicyclic pyrimidine derivatives of N,O-isoxazolidines were designed and synthesized by using 1,3-dipolar cycloaddition of Δ1- pyrrolidine-1-oxide and the appropriate vinyl-nucleobases.

PHOTOSENSITIZED SINGLE ELECTRON TRANSFER OXIDATION OF N-HYDROXYLAMINES: A CONVENIENT SYNTHESIS OF CYCLIC NITRONES

Photolysis of N-hydroxylamines of type 1 in the presence of 1,4-dicyanonaphthalene (DCN) as an electron acceptor gave high yields of nitrones 2.Crude nitrones have been trapped by 1,3-dipolar cycloaddition reaction with dimethyl fumarate.Mechanistic pathways have also been discussed.

A 'waterproof' catalyst for the oxidation of secondary amines to nitrones with alkyl hydroperoxides

Catalytic oxidation of secondary amines to nitrones using alkyl hydroperoxides as primary oxidant has been demonstrated for the first time. The titanium alkoxide catalyst is protected from co-product water by the combined use of a tightly binding trialkanolamine ligand and molecular sieves. Nitrones can be obtained in high yield (up to 98%) under homogeneous, anhydrous conditions and even in the absence of solvent. The reactions are fast (2-7 h) and good selectivity can be achieved with as little as 1% catalyst.

Facile Preparation of Nitrones by Electrochemical Oxidation of N-Hydroxy Secondary Amines Using Halogen Ions as Mediators

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Tungstate Catalysed Oxidation of Secondary Amines with Hydrogen Peroxide. A Novel Transformation of Secondary Amines into Nitrones

The sodium tungstate catalysed oxidation of secondary amines with hydrogen peroxide gives the corresponding nitrones, which are versatile synthetic intermediates and spin trapping reagents, in a single step.

SiCl4-catalyzed/PR3-mediated β-C(sp3)?H functionalization of nitrones to α,β-unsaturated imines and aromatic heterocycles

A novel method of SiCl4-catalyzed/PR3-mediated β-C(sp3)?H functionalization of nitrones with aldehydes/ketones to α,β-unsaturated imines was developed. The synthesis of α,β-unsaturated imines mainly invovles deoxygenation and aldol condensation, each proceeding under a cooperation effect between Lewis acid and Lewis base. In addition, both the acidity and hydrolytic stability of the weak SiCl4 were supposed to be enhanced by coordination with phosphine oxide (R = Et) or phosphoric triamide (R = NMe2) that originated from deoxygenation of nitrones by PR3. In the case of 6-membered nitrone, a [1,3]-hydride shift within the resulted α,β-unsaturated imines renders the aromatization leading to 3,5-dialkylpyridines.

Method for preparing nitrone from secondary amine

The invention relates to a method for preparing nitrone from secondary amine. The method comprises the steps of adding 2 mmol of the secondary amine into a reactor, sequentially adding 4-5 mL of water, 0.02-0.03 mmol of tetrabutylammonium bromide, 0.02-0.08 mmol of a catalyst WO3-x and 3-6 mmol of a hydrogen peroxide solution with the concentration being 30-50%, and stirring the mixture for 2-6 hours at the temperature of 25-60 DEG C; or adding 2 mmol of the secondary amine into a reactor, adding 3-5 mL of polar solvent, 0.02-0.08 mmol of a catalyst WO3-x ad 3-6 mmol of a hydrogen peroxide solution with the concentration being 30-50%, and stirring the mixture for 2-6 hours at the temperature of 25-60 DEG C; diluting a mixed solution obtained after a reaction to 15-20 mL, conducting extraction, concentration and column chromatography isolation, and collecting a product. The catalyst adopted in the method is WO3-x nanosheets having oxygen vacancies and is high in catalytic oxidation activity; raw materials of the method are wide in source, the reaction condition is simple, the reaction temperature is low, the nitrone yield is high, and water serves as reaction solvent, so that the whole reaction steps are free of pollution, environmentally friendly and low in cost, high industrial application value is achieved, and in addition, great environmental and social significance is achieved.