24448-09-7

Basic information

• Product Name: heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide
• Synonyms: heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide;1-Octanesulfonamide, 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-N-(2-hydroxyethyl)-N-methyl-;N-METHYLPERFLUOROOCTANESULFONAMIDOETHANOL;1,1,2,2,3,3,4,4,5,5,6,6, 7,7,8,8,8-heptadecafluoro-N-(2-hydroxyethyl)-N-methyl-1-Octanesulfonamide;N-methylperfluoro-N-(2-hydroxyethyl)-1-octanesulfonamide;2-[Methyl(heptadecafluorooctylsulfonyl)amino]ethanol;N-(2-Hydroxyethyl)-N-methyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide;N-Methyl-N-(2-hydroxyethyl)-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide
• CAS NO: 24448-09-7
• Molecular Formula: C₁₁H₈F₁₇NO₃S
• Molecular Weight: 557.2239744
• EINECS: 246-262-1
• Product Categories: Organics
• Mol File: 24448-09-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 299.8°Cat760mmHg
• Flash Point: 135.1°C
• Appearance: /
• Density: 1.694g/cm³
• Vapor Pressure: 0.000116mmHg at 25°C
• Refractive Index: 1.341
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly, Heated, Sonicated), Methanol (Slightly)
• PKA: 14.11±0.10(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide(CAS DataBase Reference)
• NIST Chemistry Reference: heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide(24448-09-7)
• EPA Substance Registry System: heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide(24448-09-7)

Safety Data

• Hazardous Substances Data: 24448-09-7(Hazardous Substances Data)

Usage

Description

Heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide, also known as N-Methylperfluorooctanesulfonamidoethanol, is a derivative of Perfluorooctanesulfonamide (FOSA) and belongs to the environmental contaminants group known as perfluorinated compounds (PFCs). It is characterized by its unique chemical structure with a high number of fluorine atoms, which contributes to its specific properties and potential applications.

Uses

Used in Environmental Contaminant Research:
Heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide is used as a research compound for studying the behavior, effects, and remediation strategies of perfluorinated compounds (PFCs) in the environment. Its presence as a derivative of FOSA helps researchers understand the impact of these contaminants on ecosystems and human health.
Used in Industrial Applications:
In the industrial sector, heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide may be used as a component or additive in various products due to its unique chemical properties. These properties can be exploited for specific applications, such as in the development of new materials with enhanced performance characteristics or in the formulation of specialized chemicals for various processes.
Used in Analytical Chemistry:
Heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide can be employed as a reference material or standard in analytical chemistry for the detection, quantification, and identification of perfluorinated compounds in environmental and biological samples. Its distinct chemical structure makes it a valuable tool for improving the accuracy and reliability of analytical methods.
Used in Pharmaceutical Research:
Due to its unique properties, heptadecafluoro-N-(2-hydroxyethyl)-N-methyloctanesulphonamide may also be utilized in the pharmaceutical industry for the development of new drugs or drug delivery systems. Its interaction with biological systems can be studied to explore potential therapeutic applications or to enhance the efficacy of existing medications.

InChI:InChI=1/C11H8F17NO3S/c1-29(2-3-30)33(31,32)11(27,28)9(22,23)7(18,19)5(14,15)4(12,13)6(16,17)8(20,21)10(24,25)26/h30H,2-3H2,1H3

Upstream product

• 31506-32-8 N-methyl-1-(perfluorooctane)sulfonamide 
• 307-35-7 perfluorooctyl sulfofluorure 
• 540-51-2 2-bromoethanol 
• 96-49-1 [1,3]-dioxolan-2-one 

Relevant articles and documents

Synthesis and structure of environmentally relevant perfluorinated sulfonamides

Alkylated perfluorooctanesulfonamides are compounds of environmental concern. To make these compounds available for environmental and toxicological studies, a series of N-alkylated perfluorooctanesulfonamides and structurally related compounds were synthesized by reaction of the corresponding perfluoroalkanesulfonyl fluoride with a suitable primary or secondary amine. Perfluoroalkanesulfonamidoethanols were obtained from the N-alkyl perfluoroalkanesulfonamides either by direct alkylation with bromoethanol or alkylation with acetic acid 2-bromo-ethyl ester followed by hydrolysis of the acetate. N-Alkyl perfluorooctanesulfonamidoacetates were synthesized in an analogous way by alkylation of N-alkyl perfluoroalkanesulfonamides with a bromo acetic acid ester, followed by basic ester hydrolysis. Alternatively, N-alkyl perfluoroalkanesulfonamides can be alkylated with an appropriate alcohol using the Mitsunobu reaction. Perfluorooctanesulfonamide was synthesized from the perfluorooctanesulfonyl fluoride via the azide by reduction with Zn/HCl. All perfluorooctanesulfonamides contained linear as well as branched C8F17 isomers, typically in a 10:1 to 30:1 ratio. The crystal structures of N-ethyl and N,N-diethyl perfluorooctanesulfonamide show that the S-N bond has considerable double bond character. This double bond character results in a significant rotational barrier around the S-N bond (ΔG≠ = 62-71 kJ mol-1) and a preferred solid state and solution conformation in which the N-alkyl groups are oriented opposite to the perfluorooctyl group to minimize steric crowding around the S-N bond.