3-Nitro-4-phenyl-1,2,5-oxadiazole 2-oxide

Base Information

• Chemical Name: 3-Nitro-4-phenyl-1,2,5-oxadiazole 2-oxide
• CAS No.: 76016-69-8
• Molecular Formula: C8H5N3O4
• Molecular Weight: 207.145
• NSC Number: 170737
• DSSTox Substance ID: DTXSID40305420
• Wikidata: Q82052056
• ChEMBL ID: CHEMBL1215507
• Mol file: 76016-69-8.mol

Synonyms:CHEMBL1215507;3-nitro-4-phenyl-1,2,5-oxadiazole 2-oxide;76016-69-8;phenylnitrofuroxan;NSC170737;3-nitro-2-oxido-4-phenyl-1,2,5-oxadiazol-2-ium;DTXSID40305420;BDBM50324365;STK366154;AKOS005443177;NSC-170737

Chemical Property of 3-Nitro-4-phenyl-1,2,5-oxadiazole 2-oxide

Chemical Property:

• Vapor Pressure: 9.08E-06mmHg at 25°C
• Refractive Index: 1.688
• Boiling Point: 384.4°Cat760mmHg
• Flash Point: 186.3°C
• Density: 1.6g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 207.02800565
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NO[N+](=C2[N+](=O)[O-])[O-]

Technology Process of 3-Nitro-4-phenyl-1,2,5-oxadiazole 2-oxide

There total 10 articles about 3-Nitro-4-phenyl-1,2,5-oxadiazole 2-oxide 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: 74.0%

C8H5N3O5(2-)*2K(1+) → 3-nitro-4-phenyl-1,2,5-oxadiazole 2-oxide (76016-69-8)

Guidance literature:

C₈H₅N₃O₅^(2-)*2K⁽¹⁺⁾; With potassium acetate; acetic acid; sodium nitrite; at 15 - 20 ℃; for 0.25h;

In water; at 50 ℃; regiospecific reaction;

DOI:10.1007/s11172-009-0292-z

Reference yield: 36.0%

3-amino-4-phenylfuroxane (29945-54-8) → 3-nitro-4-phenyl-1,2,5-oxadiazole 2-oxide (76016-69-8) + 3-nitro-4-phenylfurazane (76016-68-7)

Guidance literature:

With trifluoroacetic acid; at 45 ℃;

Reference yield: 19.0%

2-phenylacrylic acid (492-38-6) → 3-nitro-4-phenyl-1,2,5-oxadiazole 2-oxide (76016-69-8) + 4-nitro-3-phenylfuroxan (49558-03-4)

Guidance literature:

With sulfuric acid; sodium nitrite; In 1,2-dichloro-ethane; at 50 ℃; for 1h;

DOI:10.1002/hc.21166

upstream raw materials:

3-amino-4-phenylfuroxane

2-phenyl-2-hydroxyiminoacetonitrile oxide

phenylacetylene

benzohydroximoyl chloride

Downstream raw materials:

3-methoxy-4-phenylfuroxan

benzonitrile oxide

nitroformonitrile oxide

4-nitro-3-phenylfuroxan