Furazan

Base Information

• Chemical Name: Furazan
• CAS No.: 288-37-9
• Molecular Formula: C2H2 N2 O
• Molecular Weight: 70.0507
• Hs Code.: 2934999090
• NSC Number: 111891
• UNII: 63LL54U9WN
• DSSTox Substance ID: DTXSID50182981
• Nikkaji Number: J247.847A
• Wikipedia: Furazan
• Wikidata: Q4382648
• ChEMBL ID: CHEMBL2171711
• Mol file: 288-37-9.mol

Synonyms:Furazan;1,2,5-Oxadiazole;Azoxazole;1-Oxa-2,5-diazacyclopentadiene;288-37-9;2,5-Diazafuran;63LL54U9WN;NSC 111891;NSC-111891;1,5-Oxadiazole;UNII-63LL54U9WN;CHEMBL2171711;DTXSID50182981;NSC111891;Q4382648

Chemical Property of Furazan

Chemical Property:

• Vapor Pressure: 176mmHg at 25°C
• Boiling Point: 64.6°C at 760 mmHg
• PSA: 38.92000
• Density: 1.193g/cm³
• LogP: 0.06960
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 70.016712692
• Heavy Atom Count: 5
• Complexity: 26.8

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NON=C1
• General Description: 1,2,5-Oxadiazole, also known as furazan, is a heterocyclic compound featuring a five-membered ring containing one oxygen and two nitrogen atoms. It is synthesized through the dehydration of α-diketone oximes using reagents like diphosphorus tetraiodide (P2I4), which acts as a mild condensing agent. 1,2,5-Oxadiazole is part of a broader class of oxadiazoles, which are valued for their utility in bioactive molecules and pharmaceuticals. The reaction conditions, including the use of chlorinated solvents like dichloromethane, play a crucial role in its efficient formation.

Technology Process of Furazan

There total 3 articles about Furazan 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:

glyoxime (557-30-2) → furazan (288-37-9)

Guidance literature:

With succinic acid anhydride;

DOI:10.1021/ja01063a050

Reference yield:

hexane-2,3,5-trione trioxime (34587-59-2) + ethanol (64-17-5) → furazan (288-37-9)

Guidance literature:

beim Eindampfen im Vakuum;

Reference yield:

→ furazan (288-37-9)

Guidance literature:

Glyoxim, Bernsteinsaeureanhydrid, in der Schmelze;

upstream raw materials:

hexane-2,3,5-trione trioxime

ethanol

glyoxime

Downstream raw materials:

Furazan-3-yl-acetic acid methyl ester

dimethyl cis-but-2-ene-1,4-dioate

3,4-diphenylfurazan-3',3''-disulphonyl dichloride

Refernces

Reaction of oximes of-diketones with diphosphorous tetraiodide for preparation of oxadiazoles and nitriles

10.1080/00397911.2011.595035

The study primarily investigates the use of diphosphorus tetraiodide (P2I4) as a novel and mild condensing agent for the synthesis of oxadiazoles and nitriles from the oximes of α-diketones. The research explores the dehydration of oximes to form 1,2,5-oxadiazoles and the rearrangement of oximes to produce the normal Beckmann product, 1,2,4-oxadiazole. Key chemicals used in the study include dioximes derived from α-diketones, such as benzildioxime, and various substituted 1,2-dioximes, which serve as substrates for the synthesis of oxadiazoles. The study also examines the effects of different solvents on the reaction, with chlorinated solvents, particularly dichloromethane, proving to be the most effective. The purpose of these chemicals is to facilitate the synthesis of oxadiazoles, which are an important class of heterocycles used in a variety of bioactive molecules, and nitriles, through a simple and efficient method.

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