27619-89-2

Basic information

• Product Name: 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride
• Synonyms: 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride;2-(Tridecafluorohexyl)ethanesulfonic acid chloride;3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanesulfonyl chloride;1-Octanesulfonyl chloride, 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-;Einecs 248-576-4;FS SA-6l;3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctanesulfonyl chloride
• CAS NO: 27619-89-2
• Molecular Formula: C₈H₄ClF₁₃O₂S
• Molecular Weight: 446.6134016
• EINECS: 248-576-4
• Mol File: 27619-89-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 24-26 °C
• Boiling Point: 237.8°Cat760mmHg
• Flash Point: 97.6°C
• Appearance: /
• Density: 1.69g/cm³
• Vapor Pressure: 0.0678mmHg at 25°C
• Refractive Index: 1.333
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Acetone (Slightly), DMSO (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride(27619-89-2)
• EPA Substance Registry System: 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride(27619-89-2)

Safety Data

• Hazardous Substances Data: 27619-89-2(Hazardous Substances Data)

Usage

Description

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride is a chemical compound characterized by its fluorinated structure, which consists of a long carbon chain with multiple fluorine atoms attached. 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride is known for its unique properties, such as high chemical stability, low reactivity, and excellent solubility in various solvents. These characteristics make it a valuable intermediate in the synthesis of other fluorinated compounds.

Uses

Used in Fluorinated Surfactant Synthesis:
3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride is used as an intermediate in the production of 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctane-1-sulphonic Acid, an aliphatic compound. This acid is a key component in the synthesis of fluorinated surfactants, which are widely used in various industries due to their unique properties, such as high surface activity, low foaming, and excellent wetting capabilities.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride can be used as a building block for the synthesis of various fluorinated drugs and drug candidates. The fluorinated nature of this compound can enhance the pharmacokinetic and pharmacodynamic properties of the resulting drugs, leading to improved efficacy and reduced side effects.
Used in Chemical Synthesis:
3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride can also be utilized in the synthesis of various fluorinated organic compounds, such as fluorinated solvents, lubricants, and polymers. These materials have a wide range of applications in the chemical, automotive, and electronics industries, thanks to their unique properties, such as high thermal stability, low friction, and excellent chemical resistance.
Used in Environmental Applications:
Due to its high chemical stability and low reactivity, 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanesulphonyl chloride can be used in the development of environmentally friendly products, such as fluorinated fire-fighting agents and cleaning agents. These applications can help reduce the environmental impact of traditional chemicals and contribute to a more sustainable future.

InChI:InChI=1/C8H4ClF13O2S/c9-25(23,24)2-1-3(10,11)4(12,13)5(14,15)6(16,17)7(18,19)8(20,21)22/h1-2H2

Upstream product

• 2043-57-4 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane 
• 27619-97-2 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctane-1-sulphonic acid 
• 26650-09-9 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl thiocyanate 

Downstream Products

• 34455-22-6 N-(3-(dimethylamino)propyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctane-1-sulfonamide 

Relevant articles and documents

PREPARATION OF FLUORINE-LABELLED COMPOUNDS

The invention relates to a process for producing a fluorine-labelled compound, the process comprising: (a) treating a compound of formula (I) wherein R1, R2 and the C(H) group to which R1 and R2 are bonded together form a moiety to be labelled with fluorine; and the fluorous tag is a group of formula (II) wherein Rf is a straight-chained or branched C4-I2 perfluoroalkyl group; and L is a single bond, -alk-, -arylene-, -alk-arylene-, alk-X-, -arylene-X-, -alk-arylene-X, -alk- X-arylene-, -alk-X-arylene-X-, -arylene-alk-, -arylene-X-alk-, -arylene-alk-X- or - arylene-X-alk-X-, wherein X is N(R ), O, S, C(O) or C(O)N(R ) and wherein alk is unsubstituted or substituted C1-10 alkylene which is optionally interrupted by N(R ), O, S, C(O), C(O)N(R ) or arylene, wherein R is C1-6 alkyl or aryl; with [nF], wherein nF is 18F or 19F, thereby fluorinating and detagging the compound of formula (I) to produce a fluorine-labelled compound of formula (III) The invention further relates to compounds of formula (I), a process for producing such compounds, and a combination product which comprises the two reactants used in that process.

Mixed fluoroalkyl-alkyl surfactants

A surfactant of formula 1 [in-line-formulae](Rf-A)a-Q-([B]k—R)b??Formula 1[/in-line-formulae] wherein a and b are each independently 1 or 2;Rf is a linear or branched perfluoroalkyl radical having from 2 to about 20 carbon atoms, optionally interrupted with at least one oxygen;R is a C1 to C20 linear, branched or cyclic alkyl, or a C6 to C10 aryl;B is —(CH2CHR1O)x—,k is 0 or 1, x is 1 to about 20,A is —(CH2)m[(CHR1CH2O)]s—[(CH2)m(CH)tCHOH(CH2)m]e—, wherein each m is independently 0 to 3, s is 0 to about 30, t is 0 or 1, and e is 0 or 1,R1 is H or CH3,Q is: —OP(O)(O?M+)(O)—,—O—,—S—(CH2)m—C(O)—O—,—SO2—O——CH2CH2O—C(O)CH2C(OH)(V)CH2C(O)O—;—(CH2CH2O)xCH2CH(OH)—(CH2CH2O)x—(CH2)m—Si[OSi(R2)3]2—, —SO2NR2—,—(CH2CH2O)zC(O)CH(SO3?M+)CH2C(O)(OCH2CH2)z—wherein z is 1 to about 15, or a bond when s is a positive integer,V is —C(O)OR3 and R3 is H, CH3 or Rf;R2 is C1 to C4 alkyl, andM+ is a Group 1 metal or an ammonium (NHxR2y)+ cation wherein x+y=4, and R2 is C1 to C4 alkyl,provided that when Q is —OP(O)(O?M+)(O)— or when Q is —(CH2CH2O)z—C(O)CH(SO3?M+)CH2C(O)(OCH2CH2)z—, then at least one of s or e is a positive integer.

Pharmaceutical Compositions Based on Fluorinated Sulphamides and Sulphinimides

Pharmacuetical composition comprising compounds of formula (I): [in-line-formulae]NZ1Z2Z3 ??(I) [/in-line-formulae] in which: Z1, Z2, Z3 each independently of the others represents: a hydrogen atom; C1-C6-alkyl group; a group —SO2R3 wherein R3 represents a linear or branched C1-C12-alkyl, -alkenyl or -alkynyl group, a C3-C10-cycloalkyl group or a C6-C10-aryl group, a (C1-C6)-alkyl-(C6-C14)-aryl group, or a C5-C10-heteroaryl group; it being understood that at least one of the groups Z1, Z2, Z3 represents a group of formula (II) [in-line-formulae]X—RF—(CH2)n—SO2—??(II) [/in-line-formulae] X, RF and n being as defined in claim 1.