16486-97-8

Basic information

• Product Name: 1-CHLORO-6-IODOPERFLUOROHEXANE
• Synonyms: 1-CHLORO-6-IODOPERFLUOROHEXANE;1-Chloro-6-iodoperfluorohexane 98%;1-Chloro-6-iodoperfluorohexane98%;1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodohexane;Perfluoro(1-chloro-6-iodohexane) 98%;Perfluoro(1-chloro-6-iodohexane)98%
• CAS NO: 16486-97-8
• Molecular Formula: C₆ClF₁₂I
• Molecular Weight: 462.4
• Mol File: 16486-97-8.mol

Chemical Properties

• Boiling Point: 68/48mm
• Flash Point: 38.2°C
• Appearance: /
• Density: 1,4 g/cm3
• Vapor Pressure: 7.97mmHg at 25°C
• Refractive Index: 1.36
• CAS DataBase Reference: 1-CHLORO-6-IODOPERFLUOROHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-6-IODOPERFLUOROHEXANE(16486-97-8)
• EPA Substance Registry System: 1-CHLORO-6-IODOPERFLUOROHEXANE(16486-97-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 16486-97-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
1-CHLORO-6-IODOPERFLUOROHEXANE is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the formation of complex molecular structures required in medicinal chemistry.
Used in Agrochemical Production:
In the agrochemical industry, 1-CHLORO-6-IODOPERFLUOROHEXANE is used as an intermediate to produce compounds that can enhance crop protection and yield.
Used in Specialty Chemicals Synthesis:
1-CHLORO-6-IODOPERFLUOROHEXANE is utilized as an intermediate in the creation of specialty chemicals, which are often needed for specific, high-performance applications.
Used as a Solvent:
1-CHLORO-6-IODOPERFLUOROHEXANE is used as a solvent in various chemical processes due to its ability to dissolve a wide range of substances.
Used as a Blowing Agent in Foam Production:
In the manufacturing of foams, 1-CHLORO-6-IODOPERFLUOROHEXANE serves as a blowing agent, helping to create the desired cellular structure of the material.
Used as a Refrigerant:
1-CHLORO-6-IODOPERFLUOROHEXANE is also used as a refrigerant in cooling systems, benefiting from its thermodynamic properties suitable for heat transfer.
Used in Polymer Production:
1-CHLORO-6-IODOPERFLUOROHEXANE is used in the production of polymers, contributing to the development of materials with specific properties for various applications.
Used in Surfactant Manufacturing:
In the creation of surfactants, 1-CHLORO-6-IODOPERFLUOROHEXANE is used to produce compounds that can reduce surface tension between liquids and solids, finding use in a variety of products.
Due to its low toxicity and high stability, 1-CHLORO-6-IODOPERFLUOROHEXANE is a versatile compound suitable for a broad spectrum of industrial processes.

InChI:InChI=1/C6ClF12I/c7-5(16,17)3(12,13)1(8,9)2(10,11)4(14,15)6(18,19)20

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 421-78-3 1-chloro-1,1,2,2-tetrafluoro-2-iodo-ethane 
• 5848-38-4 1-chloro-4-iodo-1,1,2,2,3,3,4,4-octafluorobutane 
• 89740-34-1 sodium 6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexanesulfinate 
• 75-35-4 1,1-Dichloroethylene 

Downstream Products

• 307-22-2 1-chloro-1H,6H-dodecafluoro-hexane 
• 336-07-2 1H,6H-perfluorohexane 
• 136176-40-4 Sodium; 6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-hexane-1-sulfonate 
• 603-69-0 ethyl 2-acetylacetoacetate 
• 129697-74-1 7-Chloro-1-(4-chloro-phenyl)-2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-heptan-1-one 
• 272125-03-8 2-(9-chloro-4,4,5,5,6,6,7,7,8,8,9,9-dodecafluoro-2-iodo-nonyl)-4-methoxy-phenol 
• 124765-43-1 C₄₃H₅₁ClF₁₂O₆S₂ 

Relevant articles and documents

THE CHEMISTRY OF PERFLUOROALKANESULFONYL IODIDES

The reaction between silver perfluoroalkanesulfinate (1) (RF=a, Cl(CF2)6; b, Cl(CF2)4) and iodine in dichloromethane at low temperature (e. g. -30 deg C) resulted in the formation of the corresponding perfluoroalkanesulfonyl iodide(2), which was identified by its 19F NMR spectra.The perfluoroalkanesulfonyl iodide generated in situ reacted with various olefins to form two series of adducts, namely the normal adducts, RFSO2CH2CHIR(3) and the adducts resulting from the loss of SO2, RFCH2CHIR(4) in yields ranging from moderate to good.A radical reaction mechanism is proposed and tested by e.s.r. experiments.Perfluoroalkanesulfonyl iodide reacted with acetone and other compounds containing active hydrogen to give iodinated products.

Practical and efficient synthesis of perfluoroalkyl iodides from perfluoroalkyl chlorides via modified sulfinatodehalogenation

A novel two-step one pot synthesis of perfluoroalkyl iodides (α,ω-diiodoperfluoroalkanes) from perfluoroalkyl chlorides (α-chloro-ω-iodoperfluoroalkanes) has been developed by initial conversion to the corresponding sodium perfluoroalkanesulfinates with sodium dithionite and then subsequent oxidation by iodine.

Redox-Initiated Per(poly)fluoroalkylation of Olefins by Per(poly)fluoroalkyl Chlorides

The per(poly)fluoroalkylation of olefins by per(poly)fluoroalkyl chlorides, initiated by ammonium persulfate/sodium formate ((NH4)2S2O8/HCO2Na), is described.The reaction proceeds smoothly in polar aprotic solvents. The presence of functional groups like sodium carboxylate or sulfonate in the polyfluoroalkyl chloride appear to facilitate the reaction.The reaction appears to be initiated by a single-electron transfer, represents the firat example of the reactivity of per(poly)fluoroalkyl chlorides, and also demonstrates their use as per(poly)fluoroalkylating agents.For α-chloro-ω-iodoperfluoroalkanes only the carbon-iodine bond is cleaved during the reaction.An explantation for the apparent stability of the carbon-chlorine bond in such compounds is given.

Copper-Induced Telomerization of Tetrafluoroethylene with Fluoroalkyl Iodides

In the presence of catalytic amounts of copper, telomerization of tetrafluoroethylene with fluoroalkyl iodides can be carried out at 80-100 deg C.As compared with usual high-temperature (200 deg C) telomerization process, the reaction time required is much shorter.