2,5-Bis(2-methylphenyl)-1,3,4-oxadiazole

Base Information

• Chemical Name: 2,5-Bis(2-methylphenyl)-1,3,4-oxadiazole
• CAS No.: 22020-68-4
• Molecular Formula: C16H14 N2 O
• Molecular Weight: 250.3
• NSC Number: 90470
• DSSTox Substance ID: DTXSID70176488
• Nikkaji Number: J935.049G
• ChEMBL ID: CHEMBL1570824
• Mol file: 22020-68-4.mol

Synonyms:2,5-Bis(2-methylphenyl)-1,3,4-oxadiazole;22020-68-4;bis(2-methylphenyl)-1,3,4-oxadiazole;MLS000547603;1,3,4-OXADIAZOLE, 2,5-BIS(2-METHYLPHENYL)-;BRN 0223906;SMR000113784;NSC90470;cid_30897;SCHEMBL7756394;CHEMBL1570824;BDBM76391;2,5-ditolyl-1,3,4-oxadiazole;DTXSID70176488;HMS2318C11;2,5-dio-tolyl-1,3,4-oxadiazole;NSC 90470;NSC-90470;AKOS001804138;2,5-bis(o-tolyl)-1,3,4-oxadiazole;CCG-129688;NCGC00247067-01;12P-585S;LS-99093;0-27-00-00595 (Beilstein Handbook Reference)

Chemical Property of 2,5-Bis(2-methylphenyl)-1,3,4-oxadiazole

Chemical Property:

• Vapor Pressure: 1.44E-06mmHg at 25°C
• Boiling Point: 410.3°C at 760 mmHg
• Flash Point: 197.7°C
• Density: 1.128g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 250.110613074
• Heavy Atom Count: 19
• Complexity: 269

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=NN=C(O2)C3=CC=CC=C3C

Technology Process of 2,5-Bis(2-methylphenyl)-1,3,4-oxadiazole

There total 8 articles about 2,5-Bis(2-methylphenyl)-1,3,4-oxadiazole 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: 98.0%

N,N'-di-o-toluoyl-hydrazine (38192-12-0) → 2,5-bis(2-methylphenyl)-1,3,4-oxadiazole (22020-68-4)

Guidance literature:

N,N'-di-o-toluoyl-hydrazine; With polyphosphoric acid; In neat (no solvent); at 20 ℃; for 0.5h; Green chemistry;

In neat (no solvent); at 200 ℃; for 4h; Reagent/catalyst; Temperature; Autoclave; Green chemistry;

DOI:10.1016/j.molstruc.2018.12.095

Reference yield: 97.0%

ortho-methylbenzoic acid (118-90-1) → 2,5-bis(2-methylphenyl)-1,3,4-oxadiazole (22020-68-4)

Guidance literature:

With hydrazine dihydrochloride; phosphoric acid; trichlorophosphate; In water; at 140 ℃; for 2h;

DOI:10.1002/jhet.5570360433

Reference yield: 83.0%

2-methylbenzohydrazide (7658-80-2) → 2,5-bis(2-methylphenyl)-1,3,4-oxadiazole (22020-68-4)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; potassium carbonate; In methanol; hexane; at 60 ℃; for 4h;

DOI:10.3184/174751913X13736408126236

upstream raw materials:

N,N'-di-o-toluoyl-hydrazine

2-methylbenzohydrazide

3-methoxybenzonitrile

ortho-methylbenzoic acid

Downstream raw materials:

2,5-bis [(2-bromomethyl)phenyl]-1,3,4-oxadiazole

Refernces

• 1、 Du, Yanting,Wan, Zilu,Chen, Lianqing,Wu, Lamei. "One pot solvent-free solid state synthesis, photophysical properties and crystal structure of substituted azole derivatives". . p. 315 - 325. Retrieved 2019/05/27.
• 2、 Gao, Peng,Wei, Yunyang. "Efficient oxidative cyclisation of acid hydrazides to 2,5-disubstituted 1,3,4-oxadiazoles catalysed by Bu4NI with t-BuOOH as oxidant". . p. 506 - 510. Retrieved 2013/09/12.