Methyl trifluoromethanesulfonate

Base Information

• Chemical Name: Methyl trifluoromethanesulfonate
• CAS No.: 333-27-7
• Molecular Formula: C2H3F3O3S
• Molecular Weight: 164.105
• Hs Code.: 29049020
• European Community (EC) Number: 206-371-7
• NSC Number: 270679
• UN Number: 2924
• UNII: 7B25Z22EPV
• DSSTox Substance ID: DTXSID6049272
• Nikkaji Number: J193.765K
• Wikipedia: Methyl_trifluoromethanesulfonate
• Wikidata: Q907614
• ChEMBL ID: CHEMBL3185488
• Mol file: 333-27-7.mol

Synonyms:methyl triflate;methyl trifluoromethanesulfonate;triflic acid methyl ester;trifluoromethanesulfonic acid methyl ester

Chemical Property of Methyl trifluoromethanesulfonate

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 49.662mmHg at 25°C
• Refractive Index: n20/D 1.326(lit.)
• Boiling Point: 96.499 °C at 760 mmHg
• Flash Point: 38.333 °C
• PSA: 51.75000
• Density: 1.558 g/cm³
• LogP: 1.56320
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 163.97549961
• Heavy Atom Count: 9
• Complexity: 172
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

99% ^*data from raw suppliers

TrifluoromethanesulfonicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, T
• Hazard Codes: C,T
• Statements: 10-34-20/21/22
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: COS(=O)(=O)C(F)(F)F
• Uses: suzuki reaction Methyl trifluoromethanesulfonate is used as a powerful methylating reagent in chemistry. Further, it is used in the conversion of amines to methyl ammonium triflates. In addition, it is also used in Suzuki reaction. Methyl trifluoromethanesulfonate was used in the synthesis of 2-Benzyloxy-1-methylpyridinium trifluoromethanesulfonate.

Technology Process of Methyl trifluoromethanesulfonate

There total 24 articles about Methyl 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: 100.0%

C2H3F3N2O3S (114533-01-6) → methyl trifluoromethanesulfonate (333-27-7)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; In chloroform-d1;

DOI:10.1021/ja00219a082

Reference yield: 94.0%

trifluoromethylsulfonic anhydride (358-23-6) + carbonic acid dimethyl ester (616-38-6) → methyl trifluoromethanesulfonate (333-27-7)

Guidance literature:

at 25 - 70 ℃; for 48h;

DOI:10.3390/molecules17055319

Reference yield: 93.0%

trifluorormethanesulfonic acid (1493-13-6) + carbonic acid dimethyl ester (616-38-6) → methyl trifluoromethanesulfonate (333-27-7)

Guidance literature:

trifluorormethanesulfonic acid; With benzoyl chloride; for 0.75h; Inert atmosphere;

carbonic acid dimethyl ester; at 80 - 85 ℃; for 11h; Inert atmosphere;

DOI:10.3390/molecules17055319

upstream raw materials:

trifluorormethanesulfonic acid

dimethyl sulfate

silver trifluoromethanesulfonate

methyl iodide

Downstream raw materials:

ethyl methyl ether

trifluoromethanesulfonic acid ethyl ester

trifluorormethanesulfonic acid

phenylmethyldimethoxyphosphonium trifluoromethanesulfonate

Refernces

• 1、 Chen, Cheng,Lu, Hongjian,Shi, Zhuangzhi,Wang, Minyan,Zhao, Binlin. "Enabling the Use of Alkyl Thianthrenium Salts in Cross-Coupling Reactions by Copper Catalysis". supporting information. p. 21756 - 21760. Retrieved 2021/08/30.
• 2、 Li, Chunya,Wang, Qi,Zhang, Jian-Qiu,Ye, Jingjing,Xie, Ju,Xu, Qing,Han, Li-Biao. "Water determines the products: An unexpected Br?nsted acid-catalyzed PO-R cleavage of P(iii) esters selectively producing P(O)-H and P(O)-R compounds". supporting information. p. 2916 - 2922. Retrieved 2019/06/18.