14491-02-2

Basic information

• Product Name: 2,2-dimethyl-3-phenyl-2H-azirene
• CAS NO: 14491-02-2
• Molecular Formula: C₁₀H₁₁N
• Molecular Weight: 145.201
• Mol File: 14491-02-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 203.5°C at 760 mmHg
• Flash Point: 68.3°C
• Density: 1g/cm³
• Vapor Pressure: 0.394mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: 2,2-dimethyl-3-phenyl-2H-azirene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-3-phenyl-2H-azirene(14491-02-2)
• EPA Substance Registry System: 2,2-dimethyl-3-phenyl-2H-azirene(14491-02-2)

Safety Data

• Hazardous Substances Data: 14491-02-2(Hazardous Substances Data)

Usage

Azirene family

Heterocyclic compounds with a three-membered nitrogen-containing ring 2,2-dimethyl-3-phenyl-2H-azirene belongs to the azirene family, which is characterized by the presence of a nitrogen atom in a three-membered ring.

Physical state

Colorless, viscous liquid The compound appears as a colorless liquid with a high viscosity.

Odor

Faint aromatic It has a subtle, aromatic scent.

Usage

Synthetic intermediate in organic chemistry and pharmaceutical research The primary application of 2,2-dimethyl-3-phenyl-2H-azirene is as a synthetic intermediate, aiding in the development of new organic compounds and pharmaceuticals.

Hazard potential

Potentially hazardous The compound may pose health and environmental risks.

Handling precautions

Handle with care Due to its potential hazards, 2,2-dimethyl-3-phenyl-2H-azirene should be managed with caution to minimize risks.

Upstream product

• 51942-54-2 3-phenyl-4,4-dimethyl-5-oxo-2-isoxazoline 
• 56062-73-8 iodure de N,N,N-trimethyl hydrazonium de l'isobutyrophenon 
• 611-70-1 phenyl isopropyl ketone 
• 721388-02-9 N,N,N-Trimethyl-N'-[2-methyl-1-phenyl-prop-(Z)-ylidene]-hydrazinium 

Downstream Products

• 37009-40-8 (2,2-dimethyl-4-phenyl-2H-oxazol-5-ylidene)-phenyl-amine 
• 37009-42-0 (2,2-dimethyl-4-phenyl-2H-thiazol-5-ylidene)-phenyl-amine 
• 58913-96-5 5-chloromethyl-5-methoxy-2,2-dimethyl-4-phenyl-2,5-dihydro-oxazole 
• 17582-72-8 2,2,5,5-tetramethyl-4-phenyl-2,5-dihydro-oxazole 
• 58914-03-7 2,2,5-trimethyl-5-phenoxy-4-phenyl-2,5-dihydro-oxazole 
• 37005-16-6 3,3,3',3'-tetramethyl-2,2'-(7,7-dimethyl-6-phenyl-3,5-dioxa-1-aza-bicyclo[4.1.0]heptane-2,4-diylidene)-bis-butyronitrile 
• 52755-69-8 4,4,9,9-Tetramethyl-2,7-diphenyl-1,6-dithia-3,8-diazaspiro<4,4>nona-2,7-dien 
• 58914-06-0 5-acetoxymethyl-2,2,5-trimethyl-4-phenyl-2,5-dihydro-oxazole 
• 58913-92-1 5-methoxy-2,2-dimethyl-4-phenyl-5-trifluoromethyl-2,5-dihydro-oxazole 
• 58913-94-3 5-methoxy-2,2-dimethyl-4-phenyl-5-trichloromethyl-2,5-dihydro-oxazole 
• 58914-01-5 2,2,5-trimethyl-4-phenyl-5-(2,2,2-trifluoro-ethoxy)-2,5-dihydro-oxazole 
• 58913-99-8 5-ethoxy-2,2-dimethyl-4-phenyl-5-trifluoromethyl-2,5-dihydro-oxazole 
• 58914-00-4 5-ethoxy-2,2-dimethyl-5-pentafluoroethyl-4-phenyl-2,5-dihydro-oxazole 
• 57519-14-9 (5-ethoxy-2,2-dimethyl-4-phenyl-2,5-dihydro-oxazol-5-yl)-phosphonic acid diethyl ester 

Relevant articles and documents

Visible-Light Promoted Selective Imination of Unactivated C-H Bonds via Copper-nitrene Intermediates for the Synthesis of 2 H-Azirines

A novel strategy to trap iminyl radicals with copper ions has been developed at room temperature, the resulted high-valent Cu(III) imine intermediate resets quickly to form nitrene and then to furnish a 2H-azirine. This protocol with dual copper/photoredox catalyst enables the selective imination of unactivated C-H bonds under mild conditions with a broader scope. Moreover, this method also uncovers a novel ring-expansion rearrangement from cyclobutyl oxime derivatives to give the α-acylamino cyclopentanones.

Synthesis and Antineoplastic Activity of Bisoxy>methyl>-Substituted 3-Pyrrolines as Prodrugs of Tumor Inhibitory Pyrrole Bis(carbamates)

A series of bispyrrolines 2-4 were synthesized from either the appropriate α-silylated iminium salt, or an aziridine, or a 2H-azirine in a sequence involving 1,3-dipolar cycloaddition reactions.The antineoplastic activities of the pyrrolines were compared to the corresponding pyrroles.The C-2 gem-dimethyl-substituted pyrroline, 4, which cannot be converted to the pyrrole in vivo, was inactive.The activity of the 2-phenyl-substituted pyrrolines 3 was markedly dependent on the nature of the phenyl substituent, although the correspondingphenylpyrroles all showed comparable activity.The differences in the activities of the pyrrolines 3 may be due to the rate of metabolic conversion of the pyrroline to the pyrrole.Electron-withdrawing substituents on the phenyl ring appear to retard this process.