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

Base Information

• Chemical Name: 4-Methyl-3-phenyl-1,2,5-oxadiazole 2-oxide
• CAS No.: 6898-87-9
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• ChEMBL ID: CHEMBL1215437
• DSSTox Substance ID: DTXSID00521649
• Nikkaji Number: J504.682C
• Wikidata: Q82386245
• Mol file: 6898-87-9.mol

Synonyms:CHEMBL1215437;6898-87-9;Methylphenylfuroxan;SCHEMBL14390587;DTXSID00521649;BDBM50324379;4-methyl-3-phenyl-1,2,5-oxadiazole 2-oxide;4-Methyl-2-oxo-3-phenyl-1,2,5lambda~5~-oxadiazole

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

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NO[N+](=C1C2=CC=CC=C2)[O-]

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

There total 11 articles about 4-Methyl-3-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: 73.0%

1-Phenylpropane-1,2-dione (579-07-7) → 4-methyl-3-phenylfuroxan (6898-87-9)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; at 25 ℃; for 0.75h; Schlenk technique;

DOI:10.1039/d1nj05510k

Reference yield:

1-phenyl-1,2-propanedione dioxime (4937-86-4) → 4-methyl-3-phenylfuroxan (6898-87-9)

Guidance literature:

With sodium hydroxide; sodium hypochlorite; In water;

DOI:10.1021/ja00953a012

Reference yield:

1-propenylbenzene (873-66-5) → 3-methyl-4-phenylfuroxan (6898-86-8) + 4-methyl-3-phenylfuroxan (6898-87-9)

Guidance literature:

With nitrosonium tetrafluoroborate; In pyridine; at 0 ℃; for 0.166667h; Overall yield = 65%; Overall yield = 116 mg; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0033-1338436

upstream raw materials:

tetrachloromethane

3-methyl-4-phenylfuroxan

acetic anhydride

anti-methylphenylglyoxime

Downstream raw materials:

3-methyl-4-phenylfuroxan

4-methyl-3-(2'-nitrophenyl)furoxan

4-methyl-3-(4'-nitrophenyl)furoxan

4-methyl-3-(3'-nitrophenyl)furoxan

Refernces

• 1、 Matsubara, Ryosuke,Ando, Akihiro,Saeki, Yuta,Eda, Kazuo,Asada, Naoki,Tsutsumi, Tomoaki,Shin, Yong Soon,Hayashi, Masahiko. "Synthesis of Furoxans (1,2,5-oxadiazole 2-oxides) from Styrenes and Nitrosonium Tetrafluoroborate in Non-Acidic Media and Mechanistic Study". . p. 1094 - 1105. Retrieved 2016/07/29.
• 2、 Calvino,Ferrarotti,Gasco,Serafino. "Nitrophenyl derivatives of the furazan and furoxan ring systems". . p. 1419 - 1421. Retrieved 2007/10/02.