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

Base Information

• Chemical Name: 2,5-Bis(2-chlorophenyl)-1,3,4-oxadiazole
• CAS No.: 2492-02-6
• Molecular Formula: C14H8Cl2N2O
• Molecular Weight: 291.136
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40353865
• Nikkaji Number: J308.126E
• Wikidata: Q82131684
• ChEMBL ID: CHEMBL1408099
• Mol file: 2492-02-6.mol

Synonyms:2,5-bis(2-chlorophenyl)-1,3,4-oxadiazole;2492-02-6;MLS000526216;2,5-Bis-(2-chloro-phenyl)-[1,3,4]oxadiazole;SMR000116690;Cambridge id 5400848;cid_756154;CHEMBL1408099;BDBM93749;DTXSID40353865;HMS2487D03;HMS3448G20;STK200400;AKOS000618475;CCG-145339;BIS(2-CHLOROPHENYL)-1,3,4-OXADIAZOLE;MLS-0083148.0001

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

Chemical Property:

• PSA: 38.92000
• LogP: 4.71040
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 290.0013683
• Heavy Atom Count: 19
• Complexity: 277

Purity/Quality:

95% ^*data from raw suppliers

2,5-BIS-(2-CHLOROPHENYL)-1,3,4-OXADIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NN=C(O2)C3=CC=CC=C3Cl)Cl

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

There total 7 articles about 2,5-Bis(2-chlorophenyl)-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: 99.2%

ortho-chlorobenzoic acid (118-91-2) → 2,5-bis-(2-chlorophenyl)-1,3,4-oxadiazole (2492-02-6)

Guidance literature:

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

DOI:10.1002/jhet.5570360433

Reference yield: 86.0%

ortho-chlorobenzoic acid (118-91-2) + 2-chlorobenzoylhydrazide (5814-05-1) → 2,5-bis-(2-chlorophenyl)-1,3,4-oxadiazole (2492-02-6)

Guidance literature:

With nickel(III) oxide; trichlorophosphate; Microwave irradiation;

DOI:10.13005/OJC/360213

Reference yield: 75.0%

2-chlorobenzoylhydrazide (5814-05-1) → 2,5-bis-(2-chlorophenyl)-1,3,4-oxadiazole (2492-02-6)

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:

2-chloro-benzaldehyde (2-chloro-benzoyl)-hydrazone

ortho-chlorobenzoic acid

2-chlorobenzoylhydrazide

N-tert-butyl-N-(2-chlorobenzoyl)hydrazine

Downstream raw materials:

N'-benzoylbenzohydrazide

1,3-dimethyl-5-benzoylpyrimidine-2,4(1H,3H)-dione

5-(2-Chlorbenzoyl)-1,3-dimethyluracil-(2-chlorbenzoyl)hydrazon

benzoic acid

Refernces

• 1、 Dare, Sushama B.,Gaikwad, Suresh T.,Rajbhoj, Anjali S.,Sawant, Manisha R.. "Catalytic application of electrochemically prepared nickel oxide nanoparticles to synthesize 2, 5–disubstituted-1,3,4–oxadiazoles". . p. 300 - 308. Retrieved 2020/07/03.
• 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.