Cyclopropyl trifluoromethanesulfonate

Base Information

• Chemical Name: Cyclopropyl trifluoromethanesulfonate
• CAS No.: 25354-42-1
• Molecular Formula: C4H5F3O3S
• Molecular Weight: 190.143
• European Community (EC) Number: 868-142-3
• DSSTox Substance ID: DTXSID40539920
• Wikidata: Q82415743
• Mol file: 25354-42-1.mol

Synonyms:Cyclopropyl trifluoromethanesulfonate;25354-42-1;Methanesulfonic acid, trifluoro-, cyclopropyl ester;SCHEMBL13892237;DTXSID40539920;HPINOIDASKKAQT-UHFFFAOYSA-N;Cyclopropyltrifluoromethanesulfonate;MFCD23703004;AKOS016013773;DS-3501;CS-0169340;C74315;EN300-6929223;A924855

Chemical Property of Cyclopropyl trifluoromethanesulfonate

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 189.99114968
• Heavy Atom Count: 11
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC1OS(=O)(=O)C(F)(F)F

Technology Process of Cyclopropyl trifluoromethanesulfonate

There total 2 articles about Cyclopropyl trifluoromethanesulfonate 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: 52.0%

trifluoromethylsulfonic anhydride (358-23-6) + cyclopropanol (16545-68-9) → cyclopropyl trifluoromethanesulfonate (25354-42-1)

Guidance literature:

In pyridine; 1) 1 h, 0 deg C, 2) 3 h, 5 deg C;

Reference yield:

C3H5O(1-)*Li(1+)=C3H5OLi + trifluoromethylsulfonic anhydride (358-23-6) → cyclopropyl trifluoromethanesulfonate (25354-42-1)

Guidance literature:

In diethyl ether; equimolar amts. of educts, at 20°C;

DOI:10.1021/ja01047a035

Reference yield:

cyclopropyl trifluoromethanesulfonate (25354-42-1) + tributylhexadecylphosphonium cyanide (66997-38-4) → cyclopropropanecarbonitrile (5500-21-0)

Guidance literature:

In Cyclopentane; 1) 22 h, 50 deg C, 2) 14 h, 70 deg C;

upstream raw materials:

trifluoromethylsulfonic anhydride

cyclopropanol

Downstream raw materials:

cyclopropropanecarbonitrile

cyclopropyl bromide

allyl bromide

Refernces

• 1、 Banert, Klaus. "Reactions of Cyclopropyl Sulfonates with Nucleophiles: SN2 Displacements at Cyclopropanes with Inversion". . p. 1564 - 1574. Retrieved 2007/10/02.