3-(4-Nitrophenyl)-2H-azirine

Base Information

• Chemical Name: 3-(4-Nitrophenyl)-2H-azirine
• CAS No.: 477249-36-8
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• DSSTox Substance ID: DTXSID80458641
• Nikkaji Number: J1.799.827G
• Mol file: 477249-36-8.mol

Synonyms:3-(4-Nitrophenyl)-2H-azirine;477249-36-8;2H-Azirine, 3-(4-nitrophenyl)-;DTXSID80458641

Chemical Property of 3-(4-Nitrophenyl)-2H-azirine

Chemical Property:

• Melting Point: 103-104 °C
• Boiling Point: 295.4±42.0 °C(Predicted)
• PKA: 3.36±0.20(Predicted)
• PSA: 58.18000
• Density: 1.41±0.1 g/cm3(Predicted)
• LogP: 1.35630
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=N1)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 3-(4-Nitrophenyl)-2H-azirine

There total 2 articles about 3-(4-Nitrophenyl)-2H-azirine 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:

1-azido-1-(4-nitrophenyl)ethene (65220-26-0) → 3-(4-nitrophenyl)-2H-azirine (477249-36-8)

Guidance literature:

In toluene; for 6h; Heating;

DOI:10.1039/b203890k

Reference yield:

4-nitrostyrene (100-13-0) → 3-(4-nitrophenyl)-2H-azirine (477249-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaN₃; ICl / acetonitrile / 2 h / 20 °C

1.2: t-BuOK / diethyl ether / 0.5 h

2.1: 196 mg / toluene / 6 h / Heating

With sodium azide; Iodine monochloride; In toluene; acetonitrile;

DOI:10.1039/b203890k

Reference yield: 88.0%

3-phenyltetronic acid (23782-85-6) + 3-(4-nitrophenyl)-2H-azirine (477249-36-8) → rac-(3aS,6aR)-6a-hydroxy-2-(4-nitrophenyl)-3a-phenyl-3,3a,6,6a-tetrahydro-4H-furo[3,4-b]pyrrol-4-one

Guidance literature:

With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); In 1,2-dichloro-ethane; at 100 ℃;

DOI:10.1016/j.tet.2017.06.037

upstream raw materials:

1-azido-1-(4-nitrophenyl)ethene

4-nitrostyrene

Downstream raw materials:

(Z)-methyl 3-(2-(4-nitrophenyl)-5-oxo-6,7-diphenyl-2,3,4,5-tetrahydro-1,4-oxazepin-2-yloxy)-2,3-diphenylacrylate

6-(4-nitrophenyl)-3,4,8,9-tetraphenyl-5,7-dioxa-1-azabicylo[4.4.1]undeca-3,8-diene-2,10-dione

ethyl 6-methyl-3-(4-nitrophenyl)-2H-1,4-oxazine-5-carboxylate