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:

95% ^*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

Induction of carbonyl-carbyne coupling by chelating Schiff base ligands. Crystal and molecular structure of carbonyl(methoxyphenylacetylene)bis(pyrrole-2-carboxaldehyde methyliminato)tungsten

10.1021/om00150a023

The research aimed to investigate the reactivity of transition-metal carbyne complexes, particularly those of group 6 transition metals, and to understand the induction of carbonyl-carbyne coupling by chelating Schiff base ligands. The study focused on the synthesis and characterization of tungsten ketenyl complexes, which were derived from the reaction of tungsten carbyne complexes with pyrrole-2-carboxaldehyde methylimine, followed by alkylation and metathesis processes. The researchers concluded that the addition of chelating Schiff base ligands led to the formation of ketenyl complexes through carbonyl-carbyne coupling, a process influenced by electronic factors and the presence of strong trans donor ligands. Key chemicals used in the process included tungsten carbyne complexes [(W=CR)Cl(CO)2(py)2], pyrrole-2-carboxaldehyde methylimine, KOH, NEt4Cl, and methyl fluorosulfate, resulting in the formation of anionic tungsten ketenyl complexes and neutral tungsten alkoxyacetylene complexes. The molecular structure of one of the complexes was determined by X-ray crystallography, providing insights into the bonding and coordination geometry around the tungsten atom.