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
• Article Data: 4

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

General Description

1-CHLORO-6-IODOPERFLUOROHEXANE is a chemical compound consisting of a perfluorinated hydrocarbon with a chloro and iodo group attached to it. It is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. 1-CHLORO-6-IODOPERFLUOROHEXANE has a variety of applications, including as a solvent, a blowing agent in the production of foams, and as a refrigerant. It is also used in the production of polymers, surfactants, and other industrial products. The compound is known for its low toxicity and high stability, making it suitable for a wide range 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 
• 120-78-5 di(benzothiazol-2-yl)disulfide 
• 132786-26-6 2-(6-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-hexylsulfanyl)-benzothiazole 
• 129697-75-2 1-(4-Bromo-phenyl)-7-chloro-2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-heptan-1-one 
• 336-07-2 1H,6H-perfluorohexane 
• 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 
• 136176-42-6 Sodium; 1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-tridecane-1-sulfonate 

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.

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.