5-(2-Nitrophenyl)oxazole

Base Information

• Chemical Name: 5-(2-Nitrophenyl)oxazole
• CAS No.: 89808-75-3
• Molecular Formula: C9H6N2O3
• Molecular Weight: 190.158
• Hs Code.: 2934999090
• European Community (EC) Number: 692-418-0
• DSSTox Substance ID: DTXSID90380449
• Nikkaji Number: J1.142.596H
• Wikidata: Q82170677
• ChEMBL ID: CHEMBL4640322
• Mol file: 89808-75-3.mol

Synonyms:5-(2-Nitrophenyl)oxazole;89808-75-3;5-(2-nitrophenyl)-1,3-oxazole;5-(2-Nitro-phenyl)-oxazole;Oxazole, 5-(2-nitrophenyl)-;MFCD00085146;Maybridge1_003251;2-(Oxazol-5-yl)nitrobenzene;SCHEMBL4480875;CHEMBL4640322;HMS550L17;DTXSID90380449;PUDNRGZVFKPHNG-UHFFFAOYSA-N;AKOS015996778;AS-5308;SY012507;CS-0156677;FT-0619594

Chemical Property of 5-(2-Nitrophenyl)oxazole

Chemical Property:

• Vapor Pressure: 0.000251mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 334.3 °C at 760 mmHg
• PKA: -0.08±0.10(Predicted)
• Flash Point: 156 °C
• PSA: 71.85000
• Density: 1.333 g/cm³
• LogP: 2.77300
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 190.03784206
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

98%min ^*data from raw suppliers

5-(2-Nitrophenyl)-1,3-oxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CN=CO2)[N+](=O)[O-]

Technology Process of 5-(2-Nitrophenyl)oxazole

There total 4 articles about 5-(2-Nitrophenyl)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: 88.0%

oxazol (288-42-6) + 2-nitrophenyl bromide (577-19-5) → 5-(2-nitrophenyl)-1,3-oxazole (89808-75-3)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 110 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201900641

Reference yield: 83.0%

[(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) + 2-nitro-benzaldehyde (552-89-6) → 5-(2-nitrophenyl)-1,3-oxazole (89808-75-3)

Guidance literature:

With potassium carbonate; In methanol; for 6h; Reflux;

DOI:10.1039/c4ob02224f

Reference yield: 42.0%

2-nitro-benzaldehyde (552-89-6) → 5-(2-nitrophenyl)-1,3-oxazole (89808-75-3)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In methanol; 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(99)01049-7

upstream raw materials:

2-nitro-benzaldehyde

[(p-methylphenyl)sulfonylmethyl]isonitrile

oxazol

2-nitrophenyl bromide

Downstream raw materials:

4-bromo-5-(2-nitrophenyl)oxazole

Refernces

• 1、 Shi, Xinzhe,Soulé, Jean-Fran?ois,Doucet, Henri. "Reaction Conditions for the Regiodivergent Direct Arylations at C2- or C5-Positions of Oxazoles using Phosphine-Free Palladium Catalysts". . p. 4748 - 4760. Retrieved 2019/09/12.
• 2、 Companyo, Xavier,Moyano, Albert,Rios, Ramon. "A Mild and convenient synthesis of 4-tosyl-4,5-dihydrooxazoles". experimental part. p. 293 - 296. Retrieved 2010/04/23.