2,2-dimethyl-3-phenyl-2H-azirene

Base Information

• Chemical Name: 2,2-dimethyl-3-phenyl-2H-azirene
• CAS No.: 14491-02-2
• Molecular Formula: C10H11 N
• Molecular Weight: 145.204
• Mol file: 14491-02-2.mol

Synonyms:2,2-Dimethyl-3-phenyl-2H-azirine;2,2-Dimethyl-3-phenylazirine; 2-Phenyl-3,3-dimethylazirine;3,3-Dimethyl-2-phenylazirine; 3-Phenyl-2,2-dimethyl-2H-azirine; NSC 208905

Chemical Property of 2,2-dimethyl-3-phenyl-2H-azirene

Chemical Property:

• Vapor Pressure: 0.394mmHg at 25°C
• Boiling Point: 203.5°C at 760 mmHg
• Flash Point: 68.3°C
• Density: 1g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2-dimethyl-3-phenyl-2H-azirene

There total 6 articles about 2,2-dimethyl-3-phenyl-2H-azirene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

C18H16F3NO2 → 2,2-dimethyl-3-phenyl-2H-azirine (14491-02-2)

Guidance literature:

With fac-tris(2-phenylpyridinato-N,C₂')iridium(III); caesium carbonate; copper(I) bromide; In N,N-dimethyl acetamide; at 20 ℃; for 10h; Time; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.9b03103

Reference yield: 44.0%

3-phenyl-4,4-dimethyl-5-oxo-2-isoxazoline (51942-54-2) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 2,2-dimethyl-3-phenyl-2H-azirine (14491-02-2) + acetonitrile (75-05-8,26809-02-9)

Guidance literature:

at 600 ℃; under 7.50075E-05 - 0.000750075 Torr;

DOI:10.1021/jo402667y

Reference yield:

3-phenyl-4,4-dimethyl-5-oxo-2-isoxazoline (51942-54-2) → N-(2-methyl-1-propenylidene)aniline (14016-34-3) + 2,2-dimethyl-3-phenyl-2H-azirine (14491-02-2) + acetonitrile (75-05-8,26809-02-9)

Guidance literature:

at 600 ℃; under 7.50075E-05 - 0.000750075 Torr;

DOI:10.1021/jo402667y

upstream raw materials:

iodure de N,N,N-trimethyl hydrazonium de l'isobutyrophenon

N,N,N-Trimethyl-N'-[2-methyl-1-phenyl-prop-(Z)-ylidene]-hydrazinium

phenyl isopropyl ketone

3-phenyl-4,4-dimethyl-5-oxo-2-isoxazoline

Downstream raw materials:

1-phenyl-3,3-dimethyl-1,2-butanedione

2,2-dimethyl-5-methylene-4-phenyl-2,5-dihydro-oxazole

2,2-Dimethyl-4-phenyl-5-(p-tolyl)-3-oxazolin.

(Z)-ethyl 2-benzylidenacetoacetate

Refernces

• 1、 Begue, Didier,Dargelos, Alain,Berstermann, Hans M.,Netsch, Klaus P.,Bednarek, Pawel,Wentrup, Curt. "Nitrile imines and nitrile ylides: Rearrangements of benzonitrile N-methylimine and benzonitrile dimethylmethylide to azabutadienes, carbodiimides, and ketenimines. chemical activation in thermolysis of azirenes, tetrazoles, oxazolones, isoxazolones, and oxadiazolones". . p. 1247 - 1253. Retrieved 2014/03/21.
• 2、 Zavalsky, Robert C.,Lisiak, Michael,Kovacic, Peter,Luedtke, Al,Timberlake, Jack W.. "RADICAL STABILISATION: SYNTHESIS AND DECOMPOSITION OF A β-KETODIAZENE". . p. 425 - 428. Retrieved 2007/10/02.