5-Phenyl-1,3,4-oxadiazole-2-thiol

Base Information

• Chemical Name: 5-Phenyl-1,3,4-oxadiazole-2-thiol
• CAS No.: 3004-42-0
• Deprecated CAS: 23288-98-4,1630090-69-5
• Molecular Formula: C8H6N2OS
• Molecular Weight: 178.214
• Hs Code.: 29349990
• European Community (EC) Number: 221-103-9
• DSSTox Substance ID: DTXSID4062773
• Nikkaji Number: J38.330I
• Wikidata: Q27461580
• ChEMBL ID: CHEMBL1164316
• Mol file: 3004-42-0.mol

Synonyms:5-phenyl-1,3,4-oxadiazole-2-thiol

Chemical Property of 5-Phenyl-1,3,4-oxadiazole-2-thiol

Chemical Property:

• Appearance/Colour: slightly yellow crystalline powder
• Melting Point: 219-222 °C(lit.)
• Refractive Index: 1.5690 (estimate)
• Boiling Point: 247.1 °C at 760 mmHg
• PKA: 4.31±0.70(Predicted)
• Flash Point: 103.2 °C
• PSA: 73.91000
• Density: 1.38 g/cm³
• LogP: 2.39920
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.02008399
• Heavy Atom Count: 12
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

5-Phenyl-1,3,4-oxadiazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NNC(=S)O2

Technology Process of 5-Phenyl-1,3,4-oxadiazole-2-thiol

There total 48 articles about 5-Phenyl-1,3,4-oxadiazole-2-thiol 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: 97.0%

3,3'-carbonylbis<5-phenyl-1,3,4-oxadiazole-2(3H)-thione> (122350-19-0) + phenol (108-95-2,27073-41-2) → bis(phenyl) carbonate (102-09-0) + 5-phenyl-1,3,4-oxadiazole-2(3H)-thione (3004-42-0)

Guidance literature:

With pyridine; In various solvent(s); for 192h; Ambient temperature;

DOI:10.1246/bcsj.62.539

Reference yield: 96.0%

aniline (62-53-3) + 3,3'-carbonylbis<5-phenyl-1,3,4-oxadiazole-2(3H)-thione> (122350-19-0) → 5-phenyl-1,3,4-oxadiazole-2(3H)-thione (3004-42-0) + bis(diphenyl)urea (102-07-8)

Guidance literature:

In various solvent(s); for 1h; Ambient temperature;

DOI:10.1246/bcsj.62.539

Reference yield: 90.0%

Thiram (137-26-8,93196-73-7) + benzoic acid hydrazide (613-94-5) → 2-Mercapto-5-phenyl-1,3,4-oxadiazole (3004-42-0)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.05.011

upstream raw materials:

N'-benzoyl hydrazine carbodithioic acid benzyl ester

2-phenyl-4-(ethylthio)carbonyl-1,3,4-oxadiazol-5(4H)-one

carbon disulfide

benzoic acid hydrazide

Downstream raw materials:

2-(methylthio)-5-phenyl-1,3,4-oxadiazole

3-methyl-5-phenyl-1,3,4-oxadiazoline-2-thione

3-(3,4-dihydro-2H-quinolin-1-ylmethyl)-5-phenyl-3H-[1,3,4]oxadiazole-2-thione

2-(((5-phenyl-1,3,4-oxadiazol-2-yl)thio)methyl)-1H-benzimidazole

Refernces

• 1、 Singh, Nand K.,Bharty, Manoj K.,Kushawaha, Surendra K.,Butcher, Raymond J.. "Nickel(II) complexes of 5-phenyl and 5-furan-1,3,4-oxadiazole-2-thiones containing ethylenediamine: Synthesis, spectral and X-ray characterization". . p. 205 - 211. Retrieved 2010.
• 2、 Liu, Jie,Zhang, Guang-Yu,Zhang, Zhe,Li, Bo,Chai, Fei,Wang, Qi,Zhou, Zi-Dan,Xu, Ling-Ling,Wang, Shou-Kai,Jin, Zhen,Tang, You-Zhi. "Design, synthesis, in vitro and in vivo evaluation against MRSA and molecular docking studies of novel pleuromutilin derivatives bearing 1, 3, 4-oxadiazole linker". . . Retrieved 2021/05/17.
• 3、 Cheng, Wanqing,Fan, Jiangping,Guo, Yong,Han, Meiyue,Ma, Nannan,Yan, Xiaoting,Yang, Ruige. "Development of Novel (+)-Nootkatone Thioethers Containing 1,3,4-Oxadiazole/Thiadiazole Moieties as Insecticide Candidates against Three Species of Insect Pests". . p. 15544 - 15553. Retrieved 2022/01/03.