Methyl fluorosulfonate

Base Information

• Chemical Name: Methyl fluorosulfonate
• CAS No.: 421-20-5
• Molecular Formula: CH3 F O3 S
• Molecular Weight: 114.097
• Hs Code.: 2915900090
• European Community (EC) Number: 207-004-3
• UNII: N015VFJ94Z
• DSSTox Substance ID: DTXSID8073180
• Nikkaji Number: J53.975I
• Wikipedia: Methyl_fluorosulfonate
• Wikidata: Q751430
• Mol file: 421-20-5.mol

Synonyms:methyl fluorosulfate;methyl fluorosulfonate

Chemical Property of Methyl fluorosulfonate

Chemical Property:

• Vapor Pressure: 57.3mmHg at 25°C
• Melting Point: -95°
• Refractive Index: nD20 1.3326
• Boiling Point: 93°Cat760mmHg
• Flash Point: 10°C
• PSA: 51.75000
• Density: 1.464g/cm³
• LogP: 0.92790
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 113.97869329
• Heavy Atom Count: 6
• Complexity: 107

Purity/Quality:

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

MethylFluorosulfate(stabilizedwithKF) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic. Strong irritant to tissue, inhalation of fume must be avoided. Reacts with water, steam, and acids, evolving corrosive vapor.
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: COS(=O)(=O)F
• Uses: In organic synthesis as methylating agent.

Technology Process of Methyl fluorosulfonate

There total 17 articles about Methyl fluorosulfonate 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: 83.0%

2-(Trifluoromethyl)-3-methoxy-1,1,1,3,4,4,5,5,5-nonafluoropentane (54376-60-2) → Methyl fluorosulfonate (421-20-5) + 2-(Trifluoromethyl)-1,1,1,4,4,5,5,5-octafluoropentan-3-one (61637-91-0)

Guidance literature:

With sulfur trioxide; for 0.5h; Heating;

DOI:10.1021/jo00314a032

Reference yield: 80.0%

dimethyl sulfate (77-78-1) → Methyl fluorosulfonate (421-20-5)

Guidance literature:

With fluorosulphonic acid; at 120 ℃;

DOI:10.1016/0040-4020(94)00953-R

Reference yield: 75.9%

methyl chlorosulfate (812-01-1) → Methyl fluorosulfonate (421-20-5)

Guidance literature:

With bis(2,2,2-trifluoroethyl) sulfate; hydrogen fluoride; at 80 ℃; for 8h;

upstream raw materials:

dimethylsulfite

methyl chlorosulfate

dimethyl disulfate

methane

Downstream raw materials:

{3-Methyl-1-[1-(2-methylsulfanyl-ethylsulfanyl)-ethoxy]-butyl}-benzene

[1-(2-Methylsulfanyl-ethylsulfanyl)-ethoxymethyl]-benzene

{3-[1-(3-Methylsulfanyl-propylsulfanyl)-ethoxy]-propyl}-benzene

Benzoic acid 3-[1-(3-methylsulfanyl-propylsulfanyl)-ethoxy]-propyl ester

Refernces

• 1、 Coleman,J.P.,Pletcher,D.. "-". . p. 147 - 150. Retrieved 1974.
• 2、 Dolensky, Bohumil,Kví?ala, Jaroslav,Pale?ek, Ji?í,Paleta, Old?ich. "Methyl 3,3,3-trifluoropyruvate: An improved procedure starting from hexafluoropropene-1,2-oxide; identification of byproducts". . p. 67 - 74. Retrieved 2007/10/03.
• 3、 -. "Fluorinated 3-ketoglutaroyl halides". . . Retrieved 2008/06/13.