76016-69-8

Basic information

• Product Name: 3-nitro-4-phenyl-1,2,5-oxadiazole 2-oxide
• Synonyms: 1,2,5-oxadiazole, 3-nitro-4-phenyl-, 2-oxide
• CAS NO: 76016-69-8
• Molecular Formula: C₈H₅N₃O₄
• Molecular Weight: 207.143
• Mol File: 76016-69-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 384.4°C at 760 mmHg
• Flash Point: 186.3°C
• Density: 1.6g/cm³
• Vapor Pressure: 9.08E-06mmHg at 25°C
• Refractive Index: 1.688
• CAS DataBase Reference: 3-nitro-4-phenyl-1,2,5-oxadiazole 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-nitro-4-phenyl-1,2,5-oxadiazole 2-oxide(76016-69-8)
• EPA Substance Registry System: 3-nitro-4-phenyl-1,2,5-oxadiazole 2-oxide(76016-69-8)

Safety Data

• Hazardous Substances Data: 76016-69-8(Hazardous Substances Data)

Upstream product

• 29945-54-8 3-amino-4-phenylfuroxane 
• 118898-87-6 2-phenyl-2-hydroxyiminoacetonitrile oxide 
• 536-74-3 phenylacetylene 
• 698-16-8 benzohydroximoyl chloride 
• 492-38-6 2-phenylacrylic acid 
• 25854-41-5 dinitromethane sodium salt 
• 932-90-1 Benzaldoxime 

Downstream Products

• 79750-02-0 3-methoxy-4-phenylfuroxan 
• 873-67-6 benzonitrile oxide 
• 83276-88-4 nitroformonitrile oxide 
• 49558-03-4 4-nitro-3-phenylfuroxan 
• 10349-14-1 4-phenyl-furazan-3-ylamine 

Relevant articles and documents

Straightforward Access to the Nitric Oxide Donor Azasydnone Scaffold by Cascade Reactions of Amines

A novel one-pot cascade method for the assembly of valuable NO-donor azasydnone scaffold has been developed. The construction strategy involves a diazotization/azo coupling/elimination/double rearrangement cascade sequence of readily available amines. The

Dinitrogen trioxide-mediated domino process for the regioselective construction of 4-nitrofuroxans from acrylic acids

4-Nitrofuroxans (4-nitro-1,2,5-oxadiazole 2-oxides) were prepared by a dinitrogen trioxide-mediated domino reaction of acrylic acids under the action of NaNO2 excess in AcOH at room temperature. The reaction proceeds completely regioselectively and presents a new, simple, general, and safe method for the preparation of both 3-aryl- and 3-alkyl-4-nitrofuroxans available with difficulty before. A mechanism for the furoxan ring construction through a four-step one-pot protocol is proposed. The synthesized nitrofuroxans have been characterized by multinuclear NMR spectroscopy and X-ray powder diffraction.

Regiospecific and Regioselective Synthesis of Isomeric Nitrofuroxanes from Unsaturated Compounds

Reaction of substituted unsaturated compounds with NaNO2 in acidic medium is studied and the reaction is shown to be a general method for preparation of isomeric nitrofuroxanes: β-nitrostyrenes and α-substituted acrylic acids form the corresponding 4-nitrofuroxanes (regiospecifically and regioselectively, respectively). The product of the reaction with phenylacetylene is 3-nitro-4-phenylfuroxan. Nitration of the aromatic ring in the synthesized 3-aryl-4-nitrofuroxanes is performed and the influence of the 4-nitro-furoxanyl fragment on the orientation of the NO2 groups in this reaction is revealed.