2,2,2-Trifluoroethyl methanesulfonate

Base Information

• Chemical Name: 2,2,2-Trifluoroethyl methanesulfonate
• CAS No.: 25236-64-0
• Molecular Formula: C3H5F3O3S
• Molecular Weight: 178.132
• Hs Code.: 29055900
• DSSTox Substance ID: DTXSID20339501
• Nikkaji Number: J1.222.500H
• Wikidata: Q72511128
• Mol file: 25236-64-0.mol

Synonyms:2,2,2-Trifluoroethyl methanesulfonate;25236-64-0;2,2,2-trifluoromethyl mesylate;Methanesulfonic Acid 2,2,2-Trifluoroethyl Ester;2,2,2-trifluoroethyl methanesulphonate;2,2,2-trifluoroethyl mesylate;MFCD00025058;2,2,2-Trifluoro-ethanol 1-methanesulfonate;CF3CH2OSO2CH3;SCHEMBL796831;ICECLJDLAVVEOW-UHFFFAOYSA-;AMY2944;DTXSID20339501;2,2,2-trifluoroethyl methansulfonate;2,2,2 trifluoroethyl methanesulfonate;AKOS006221856;2,2,2-trifluoroethyl methane sulphonate;AS-40332;SY050339;2,2,2-tris(fluoranyl)ethyl methanesulfonate;FT-0609038;M1193;A817727;A817811;methanesulfonic acid 2,2,2-trifluoro-ethyl ester;J-015883;2,2,2-Trifluoroethyl methanesulfonate, >=98.0% (GC)

Chemical Property of 2,2,2-Trifluoroethyl methanesulfonate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: n20/D 1.367
• Boiling Point: 189.7 °C at 760 mmHg
• Flash Point: 68.5 °C
• PSA: 51.75000
• Density: 1.461 g/cm³
• LogP: 1.60570
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 177.99114968
• Heavy Atom Count: 10
• Complexity: 186

Purity/Quality:

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

2,2,2-Trifluoroethyl Methanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-35
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)OCC(F)(F)F

Technology Process of 2,2,2-Trifluoroethyl methanesulfonate

There total 2 articles about 2,2,2-Trifluoroethyl methanesulfonate 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: 91.0%

2,2,2-trifluoroethanol (75-89-8) + methanesulfonyl chloride (124-63-0) → 2,2,2-trifluoroethyl methanesulfonate (25236-64-0)

Guidance literature:

With sodium carbonate; at 20 ℃; for 22h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.7b00517

Reference yield:

2,2,2-trifluoroethanol (75-89-8) + C13H19NO4S (338741-98-3) → 2,2,2-trifluoroethyl methanesulfonate (25236-64-0) + C12H17NO2 (338741-97-2)

Guidance literature:

Further Variations:; Reaction partners; Kinetics;

DOI:10.1002/1099-1395(200102)14:2<97::AID-POC340>3.0.CO;2-2

Reference yield: 91.0%

2,2,2-trifluoroethyl methanesulfonate (25236-64-0) + 4-bromo-2,6-dichloro-N-(1,3,5-trimethyl-1H-pyrazol-4-yl)-benzenesulfonamide (1215009-29-2) → 4-bromo-2,6-dichloro-N-(2,2,2-trifluoroethyl)-N-(1,3,5-trimethyl-1H-pyrazol-4-yl)benzenesulfonamide (1215013-89-0)

Guidance literature:

With potassium carbonate; In acetonitrile; for 0.5h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/jm500809c

upstream raw materials:

2,2,2-trifluoroethanol

methanesulfonyl chloride

C₁₃H₁₉NO₄S

Downstream raw materials:

1-(2,2,2-trifluoroethyl)piperidin-4-ol

4-Methoxy-3-(2,2,2-trifluoro-ethoxy)-benzaldehyde

1,1-Diphenylethylene

1-(2,2,2-trifluoroethoxy)-4-nitrobenzene

Refernces

• 1、 Vastra, Johann,Saint-Jalmes, Laurent. "Catalytic mesylation of alcohols: A highly productive process for trifluoroethyl mesylate". . p. 194 - 197. Retrieved 2006.
• 2、 -. "DERIVATIVES OF 6-(2,3-DICHLOROPHENYL)-1,2,4-TRIAZIN-5- AMINE". Paragraph 0427. . Retrieved 2015/07/07.