1,3,4-Oxadiazole

Base Information

• Chemical Name: 1,3,4-Oxadiazole
• CAS No.: 288-99-3
• Molecular Formula: C2H2 N2 O
• Molecular Weight: 70.0507
• Hs Code.: 2934999090
• European Community (EC) Number: 873-098-3
• NSC Number: 122449
• UNII: 20O2F20OUR
• DSSTox Substance ID: DTXSID10182987
• Nikkaji Number: J327.198F
• Wikipedia: 1,3,4-Oxadiazole
• Wikidata: Q27253475
• Mol file: 288-99-3.mol

Synonyms:1,3,4-oxadiazole

Chemical Property of 1,3,4-Oxadiazole

Chemical Property:

• Vapor Pressure: 4.99mmHg at 25°C
• Refractive Index: 1.4300 (estimate)
• Boiling Point: 150°C at 760 mmHg
• PKA: -3.82±0.22(Predicted)
• Flash Point: 62.4°C
• PSA: 38.92000
• Density: 1.193g/cm³
• LogP: 0.06960
• Storage Temp.: Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Soluble), Methanol (Slightly)
• 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

1,3,4-Oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C1=NN=CO1
• Description: 1,3,4-Oxadiazole is a five-membered, conjugated, planar, stable heteroaromatic, comprised of two adjacent nitrogen atoms at the 3,4-positions with one oxygen atom and two vicinal carbon atoms. Each nitrogen atom in the ring is one carbon apart from the oxygen heteroatom. The 1,3,4-oxadiazole ring is electron deficient due to the presence of two pyridine-like nitrogen atoms in the ring and as a result its chemical properties are unlike those of furan as evidenced from the downfield chemical shift of C2(5)H at δ 8.73 ppm (CDCl3) of the parent 1,3,4-oxadiazole. The presence of two electronegative nitrogen atoms deactivates the ring, making electrophilic substitution difficult in the ring at the C2- and C5-positions. From a medicinal chemistry point of view, it is a very important molecule because it is a surrogate of carboxylic acids, esters, and carboxamides and displays a wide spectrum of pharmacological activities.
• Physical properties: The parent 1,3,4-oxadiazole is a liquid with a bp of 150°C, is soluble in water, and varies with substituents. The presence of hydrophobic groups decreases the solubility in water. Replacement of the alkyl substituent by the aryl group increases the bp and mp of the compounds.
• Uses: 1,3,4-Oxadiazole has therapeutic potential with antibacterial, anti-?mycobacterial, antitumor, anti-?viral and antioxidant activity.

Technology Process of 1,3,4-Oxadiazole

There total 9 articles about 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: 85.0%

→ (S)-{{2-[1-(2-Benzoylphenyl)amino]-2-{4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenyl}ethyl}}-5-phenyl-1,3,4-oxadiazole (329981-54-6) + 1,3,4-oxadiazole (288-99-3,37281-37-1)

Guidance literature:

Reference yield: 84.0%

→ (S)-{{2-[1-(2-Benzoylphenyl)amino]-2-{4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenyl}ethyl}}-5-propyl-1,3,4-oxadiazole (329981-52-4) + 1,3,4-oxadiazole (288-99-3,37281-37-1)

Guidance literature:

Reference yield: 82.0%

→ (S)-{{2-[1-(2-Benzoylphenyl)amino]-2-{4-[2-(5-methyl-2-4-yl)ethoxy]phenyl}ethyl}}-5-ethyl-1,3,4-oxadiazole + 1,3,4-oxadiazole (288-99-3,37281-37-1)

Guidance literature:

upstream raw materials:

N'-formyl-formohydrazonic acid ethyl ester

diformylhydrazine

Refernces

• 1、 Tong, Shuo,Limouni, Aurore,Wang, Qian,Wang, Mei-Xiang,Zhu, Jieping. "Catalytic Enantioselective Double Carbopalladation/C?H Functionalization with Statistical Amplification of Product Enantiopurity: A Convertible Linker Approach". supporting information. p. 14192 - 14196. Retrieved 2017/10/31.
• 2、 -. "Trisubstituted heterocyclic compounds and their use as fungicides". . . Retrieved 2008/06/13.