2,5-Dimethyl-1,3,4-oxadiazole

Base Information

• Chemical Name: 2,5-Dimethyl-1,3,4-oxadiazole
• CAS No.: 13148-65-7
• Molecular Formula: C4H6N2O
• Molecular Weight: 98.1044
• Hs Code.: 2934999090
• European Community (EC) Number: 870-459-7
• DSSTox Substance ID: DTXSID30406071
• Nikkaji Number: J456.378F
• Wikidata: Q82210937
• Mol file: 13148-65-7.mol

Synonyms:2,5-dimethyl-1,3,4-oxadiazole;13148-65-7;dimethyl-1,3,4-oxadiazole;1,3,4-Oxadiazole, 2,5-dimethyl-;DTXSID30406071;YVDWFZIVIIKYBQ-UHFFFAOYSA-N;MFCD00483011;STL451617;AKOS003589736;CS-W006707;SB11386;EN300-128777;A888457

Chemical Property of 2,5-Dimethyl-1,3,4-oxadiazole

Chemical Property:

• Boiling Point: 172-176 °C
• PKA: -2.83±0.32(Predicted)
• PSA: 38.92000
• Density: 1.075±0.06 g/cm3(Predicted)
• LogP: 0.68640
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 98.048012819
• Heavy Atom Count: 7
• Complexity: 58.7

Purity/Quality:

NLT 98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN=C(O1)C
• Uses: 2,5-Dimethyl-1,3,4-oxadiazole was studied as a catalyst without appreciable loss when recycled from batch to batch. Solution of 2,5-Dimethyl-1,3,4-oxadiazole gave the highest selectivity (removal of undesirable polycyclic aromatics) in purification of petroleum oils.

Technology Process of 2,5-Dimethyl-1,3,4-oxadiazole

There total 15 articles about 2,5-Dimethyl-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: 97.0%

acetyl chloride (75-36-5) → 2,5-dimethyl-1,3,4-oxadiazole (13148-65-7)

Guidance literature:

acetyl chloride; With hydrazine hydrate; In 1,4-dioxane; at 0 - 20 ℃;

With boron trifluoride diethyl etherate; In 1,4-dioxane; at 130 ℃; for 1.5h;

DOI:10.1081/SCC-100103993

Reference yield: 88.0%

Bestmann ylide (73818-55-0,15596-07-3) + acetic acid hydrazide (1068-57-1) → 2,5-dimethyl-1,3,4-oxadiazole (13148-65-7)

Guidance literature:

With benzoic acid; In tetrahydrofuran; for 12h; Heating;

DOI:10.1055/s-1997-766

Reference yield: 78.0%

Diacetylhydrazin (3148-73-0) → 2,5-dimethyl-1,3,4-oxadiazole (13148-65-7)

Guidance literature:

With methanesulfonic acid; pyrophosphoric acid; at 70 ℃; for 4h;

DOI:10.1002/jhet.5570230152

upstream raw materials:

tetraacetylhydrazine

Diacetylhydrazin

acetic anhydride

acetic acid

Downstream raw materials:

4-(4-chloro-phenyl)-3,5-dimethyl-4H-[1,2,4]triazole

4-(4-methoxyphenyl)-3,5-dimethyl-4H-1,2,4-triazole

3,5-dimethyl-4-phenyl-4H-[1,2,4]triazole

3,4,5-Trimethyl-1,2,4-triazol

Refernces

• 1、 Skorobogatova,M.S. et al.. "-". . . Retrieved 1970.
• 2、 Lutun, Stephane,Hasiak, Bruno,Couturier, Daniel. "A new synthesis of 1,3,4-oxadiazoles. Cyclization of N,N'- diacylhydrazines catalyzed by palladium(0)". . p. 111 - 116. Retrieved 2007/10/03.