354-44-9

Basic information

• Product Name: Dimethylsulfamoyl fluoride
• Synonyms: Dimethylsulfamoyl fluoride
• CAS NO: 354-44-9
• Molecular Formula: C2H6FNO2S
• Molecular Weight: 127.1379
• Mol File: 354-44-9.mol

Chemical Properties

• Boiling Point: 151.5°Cat760mmHg
• Flash Point: 45.5°C
• Appearance: /
• Density: 1.334g/cm³
• Vapor Pressure: 3.65mmHg at 25°C
• Refractive Index: 1.42
• PKA: -8.79±0.70(Predicted)
• CAS DataBase Reference: Dimethylsulfamoyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethylsulfamoyl fluoride(354-44-9)
• EPA Substance Registry System: Dimethylsulfamoyl fluoride(354-44-9)

Safety Data

• Hazardous Substances Data: 354-44-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
Dimethylsulfamoyl fluoride is used as a fluorinating agent for introducing fluorine atoms into organic molecules in the pharmaceutical industry. This process can significantly alter the chemical and biological properties of the molecules, enhancing their therapeutic potential.
Used in Agrochemical Synthesis:
In the agrochemical industry, DMSF serves as a fluorinating agent, enabling the incorporation of fluorine atoms into molecules to improve their effectiveness in agricultural applications.
Used as an Intermediate in Organic Chemistry:
Dimethylsulfamoyl fluoride is utilized as an intermediate in the production of other fluorinated compounds, contributing to the development of new chemical entities with diverse applications in various fields.

InChI:InChI=1/C2H6FNO2S/c1-4(2)7(3,5)6/h1-2H3

Upstream product

• 124-40-3 dimethyl amine 
• 63698-79-3 N-Dimethylsulfamoyl-N'-fluorsulfonylharnstoff 
• 13360-57-1 dimethylamino sulfonyl chloride 

Relevant articles and documents

SYNTHESIS OF N,N-BRANCHED SULFAMOYL FLUORIDE COMPOUNDS USING BISMUTH TRIFLUORIDE

Methods of producing N,N-branched sulfamoyl fluoride compounds of the formula F-S(O)2-NR2 by contacting bismuth trifluoride with an N,N-branched sulfamoyl nonfluorohalide compound of the formula X-SO2NR2, wherein X = chlorine (C1), bromine (Br), or iodine (I), and each R is, independently, a linear or branched alkyl, fluoroalkyl, alkenyl, fluoroalkenyl, alkynyl, or fluoroalkynyl with 1 to 12 carbon atoms, to fluorinate the N,N-branched sulfamoyl nonfluorohalide compound. This is a non-aqueous method, the purity of product is very high, and the desired product can be isolated in quantitative yield. The N,N-branched sulfamoyl fluoride compounds so produced are useful in various applications including as electrolyte solvents and additives in electrochemical devices, such as lithium batteries and capacitors, and in biological fields, among others.

METHOD FOR MAKING N-(FLUOROSULFONYL) DIMETHYLAMINE

Dimethylamine (Me2NH) is reacted with sulfuryl fluoride (SO2F2) to form at least a first phase comprising N-(fluoro sulfonyl) dimethylamine (FSO2NMe2), tetramethylsulfamide (SO2(NMe2)2), or a combination thereof. A second phase, which may include dimethylamine hydrofluoride (Me2NH2F), may be also formed and separated from the first phase. FSO2NMe2 or SO2(NMe2)2 is then isolated from the first phase. For example, the first phase may be a liquid phase, and FSO2NMe2 and SO2(NMe2)2 are separated by distillation, optionally under reduced pressure.