5-Nitro-2-phenyl-1,3-oxazole

Base Information

• Chemical Name: 5-Nitro-2-phenyl-1,3-oxazole
• CAS No.: 92629-10-2
• Molecular Formula: C₉H₆N₂O₃
• Molecular Weight: 190.158
• DSSTox Substance ID: DTXSID50534582
• Wikidata: Q82408489
• Mol file: 92629-10-2.mol

Synonyms:5-Nitro-2-phenyl-1,3-oxazole;92629-10-2;5-nitro-2-phenyloxazole;DTXSID50534582

Chemical Property of 5-Nitro-2-phenyl-1,3-oxazole

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 190.03784206
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=C(O2)[N+](=O)[O-]

Technology Process of 5-Nitro-2-phenyl-1,3-oxazole

There total 4 articles about 5-Nitro-2-phenyl-1,3-oxazole 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:

2-phenyloxazole (20662-88-8) → 2-(p-Nitrophenyl)oxazole (62882-08-0) + 5-Nitro-2-phenyloxazole (92629-10-2) + 2-(m-Nitrophenyl)oxazole (35582-07-1)

Guidance literature:

With α-picoline; nitronium tetrafluoborate; In acetonitrile; at 20 ℃; for 4h; Yield given. Yields of byproduct given;

DOI:10.1007/BF00506954

Reference yield:

2-phenyl-1,3-oxazoline (7127-19-7) → 5-Nitro-2-phenyloxazole (92629-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / nickel peroxide / benzene / 15 h / Heating

2: α-picoline, nitronium tetrafluoroborate / acetonitrile / 4 h / 20 °C

With α-picoline; nickel(IV) oxide; nitronium tetrafluoborate; In acetonitrile; benzene;

DOI:10.1007/BF00506954

Reference yield:

N-(2-hydroxyethyl)-benzamide (18838-10-3) → 5-Nitro-2-phenyloxazole (92629-10-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) thionylchloride, 2) aqueous potassium hydroxide / 1) 0 deg C, 1 h, 2) reflux, 8 h.

2: 56 percent / nickel peroxide / benzene / 15 h / Heating

3: α-picoline, nitronium tetrafluoroborate / acetonitrile / 4 h / 20 °C

With α-picoline; nickel(IV) oxide; potassium hydroxide; thionyl chloride; nitronium tetrafluoborate; In acetonitrile; benzene;

DOI:10.1007/BF00506954

upstream raw materials:

2-phenyloxazole

2-phenyl-1,3-oxazoline

N-(2-hydroxyethyl)-benzamide

benzoic acid ethyl ester