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

Base Information

• Chemical Name: 2-(Chloromethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole
• CAS No.: 723286-98-4
• Molecular Formula: C4H2ClF3N2O
• Molecular Weight: 186.521
• Hs Code.: 2934999090
• European Community (EC) Number: 814-466-5
• UNII: V6DUF779AK
• DSSTox Substance ID: DTXSID80439930
• Wikidata: Q72455465
• Mol file: 723286-98-4.mol

Synonyms:723286-98-4;2-(chloromethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole;5-(Chloromethyl)-2-(trifluoromethyl)-1,3,4-oxadiazole;5-(TRIFLUOROMETHYL)-2-(CHLOROMETHYL)-1,3,4-OXADIAZOLE;C4H2ClF3N2O;2-CHLOROMETHYL-5-TRIFLUOROMETHYL-[1,3,4]OXADIAZOLE;2-Chloromethyl-5-trifluoromethyl-1,3,4-oxadiazole;MFCD09699166;1,3,4-oxadiazole, 2-(chloromethyl)-5-(trifluoromethyl)-;V6DUF779AK;SCHEMBL725711;AMY8801;DTXSID80439930;BCP21754;CS-M0690;AKOS003678499;FA-0235;PB32733;SY002324;FT-0651553;EN300-101381;2-chloromethyl-5-trifluoromethyl-1,3,4-oxadia-zole;5-trifluoromethyl-2-chloromethyl-1,3,4-oxadiazole;J-516314;F8889-6029

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

Chemical Property:

• Vapor Pressure: 6.44mmHg at 25°C
• Refractive Index: 1.406
• Boiling Point: 144.323 °C at 760 mmHg
• PKA: -8.11±0.44(Predicted)
• Flash Point: 41.085 °C
• PSA: 38.92000
• Density: 1.556 g/cm³
• LogP: 1.82720
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform (Soluble), Methanol (Sparingly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 185.9807749
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

97% ^*data from raw suppliers

5-(Trifluoromethyl)-2-(chloromethyl)-1,3,4-oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1=NN=C(O1)C(F)(F)F)Cl
• Uses: Sitagliptin intermediate. An anti-hypertensive agent for the treatment of diabetes and hypertension.

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

There total 3 articles about 2-(Chloromethyl)-5-(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: 90.2%

N'-(2-chloroacetyl)trifluoroacetohydrazide (762240-99-3) → 2-trifluoromethyl-1,3,4-oxadiazol-5-ylmethyl chloride (723286-98-4)

Guidance literature:

With trichlorophosphate; In 1,2-dichloro-ethane; at 80 - 85 ℃; Reagent/catalyst; Temperature;

Reference yield: 49.0%

5-chloromethyltetrazole + trifluoroacetic anhydride (407-25-0) → 2-trifluoromethyl-1,3,4-oxadiazol-5-ylmethyl chloride (723286-98-4)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1134/S1070428007110218

Reference yield:

2,2,2-trifluoroacetohydrazide (1538-08-5) + chloroacetyl chloride (79-04-9) → 2-trifluoromethyl-1,3,4-oxadiazol-5-ylmethyl chloride (723286-98-4)

Guidance literature:

2,2,2-trifluoroacetohydrazide; chloroacetyl chloride; With triethylamine; In acetonitrile; at -5 - 5 ℃; for 3h;

With trichlorophosphate; In acetonitrile; at 0 - 85 ℃;

upstream raw materials:

N'-(2-chloroacetyl)trifluoroacetohydrazide

trifluoroacetic anhydride

2,2,2-trifluoroacetohydrazide

chloroacetyl chloride

Downstream raw materials:

2,2,2-trifluoro-N’-[(2Z)-piperazin-2-ylidene]acetohydrazide

5,5-dimethyl-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine

N'-[(2Z)-4-benzylpiperazin-2-ylidene]-2,2,2-trifluoroacetohydrazide