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

Base Information

• Chemical Name: 2,5-Bis(trifluoromethyl)-1,3,4-oxadiazole
• CAS No.: 1868-48-0
• Molecular Formula: C4F6N2O
• Molecular Weight: 206.047
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10371177
• Nikkaji Number: J820.869G
• Wikidata: Q72447285
• Mol file: 1868-48-0.mol

Synonyms:2,5-bis(trifluoromethyl)-1,3,4-oxadiazole;1868-48-0;bis(trifluoromethyl)-1,3,4-oxadiazole;C4F6N2O;SCHEMBL1829308;DTXSID10371177;MFCD00276572;AKOS003589737;PS-11482;2,5-bistrifluoromethyl-[1,3,4]oxadiazole;2,5-Di(trifluoromethyl)-1,3,4-oxadiazole;2,5-Bis-trifluoromethyl-[1,3,4]oxadiazole;CS-0161508;FT-0610259;D82315;A813091

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

Chemical Property:

• Vapor Pressure: 260mmHg at 25°C
• Refractive Index: 1.316
• Boiling Point: 54.3 °C at 760 mmHg
• PKA: -10.97±0.44(Predicted)
• PSA: 38.92000
• Density: 1.639g/cm³
• LogP: 2.10720
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 0
• Exact Mass: 205.99148160
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=NN=C(O1)C(F)(F)F)C(F)(F)F

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

There total 9 articles about 2,5-Bis(trifluoromethyl)-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: 86.0%

1,2-bis(trifluoroacetyl)hydrazine (667-35-6) → 2,5-bis(trifluoromethyl)-1,3,4-oxadiazole (1868-48-0)

Guidance literature:

With phosphorus pentaoxide; at 300 ℃;

Reference yield: 66.0%

sodium 5-(trifluoromethyl)tetrazol-2-ide + trifluoroacetic anhydride (407-25-0) → 2,5-bis(trifluoromethyl)-1,3,4-oxadiazole (1868-48-0)

Guidance literature:

sodium 5-(trifluoromethyl)tetrazol-2-ide; trifluoroacetic anhydride; at 20 - 120 ℃; for 6h;

With sodium carbonate; at 20 ℃; for 12h;

DOI:10.1016/j.jfluchem.2016.01.006

Reference yield: 17.0%

Trifluoro-acetic acid N'-(2,2,3,3,4,4,5,5,5-nonafluoro-pentanoyl)-hydrazide → 2,5-bis-nonafluorobutyl-[1,3,4]oxadiazole (33843-75-3) + 2,5-bis(trifluoromethyl)-1,3,4-oxadiazole (1868-48-0)

Guidance literature:

With sulfuric acid; Ambient temperature;

DOI:10.1016/S0022-1139(00)80860-X

upstream raw materials:

trifluoracetyl chloride

5-(trifluoromethyl)tetrazole

trifluoroacetic acid

1,2-bis(trifluoroacetyl)hydrazine

Downstream raw materials:

3,5-bis(trifluoromethyl)-4-(3'-methoxyphenyl)-4H-1,2,4-triazole

3,5-bis(trifluoromethyl)-4-(2'-methoxyphenyl)-4H-1,2,4-triazole

3,5-bis(trifluoromethyl)-4-(2',4'-dichlorophenyl)-4H-1,2,4-triazole

3,5-bis(trifluoromethyl)-4-(3'-trifluoromethylphenyl)-4H-1,2,4-triazole

Refernces

• 1、 Grünebaum, Mariano,Gerlitz, Anna I.,Buchheit, Annika,Jeschke, Steffen,Daniliuc, Constantin G.,Wiemh?fer, Hans-D.. "Improved synthesis of perfluoroalkyl substituted 1,3,4-oxadiazoles as precursors for corresponding 1,2,4-triazoles". . p. 30 - 35. Retrieved 2016.
• 2、 Clever, Guido H.,Tashiro, Shohei,Shionoya, Mitsuhiko. "Inclusion of anionic guests inside a molecular cage with palladium(ii) centers as electrostatic anchors". . p. 7010 - 7012. Retrieved 2009.
• 3、 Vasiliev, N. V.,Lyashenko, Yu. E.,Patalakha, A. E.,Sokolski, G. A.. "Perfluoro-1,3,4-oxadiazoles". . p. 227 - 232. Retrieved 2007/10/02.