147492-59-9

Basic information

• Product Name: 1-(PERFLUORO-N-HEXYL)DECANE
• Synonyms: 1-(PERFLUORO-N-HEXYL)DECANE;1-(Perfluorohexyl)-decane;1,1,1,2,2,3,3,4,4,5,5,6,6--tridecafluorohexadecane;1-(PERLFUORO-N-HEXYL)DECANE;1-(Perfluorohex-1-yl)decane 97%;1-(Perfluorohex-1-yl)decane97%
• CAS NO: 147492-59-9
• Molecular Formula: C16H21F13
• Molecular Weight: 460.32
• Mol File: 147492-59-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 105-106/3mm
• Flash Point: >110
• Appearance: /
• Density: 1.291
• Vapor Pressure: 0.00348mmHg at 25°C
• Refractive Index: 1.357
• CAS DataBase Reference: 1-(PERFLUORO-N-HEXYL)DECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(PERFLUORO-N-HEXYL)DECANE(147492-59-9)
• EPA Substance Registry System: 1-(PERFLUORO-N-HEXYL)DECANE(147492-59-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 147492-59-9(Hazardous Substances Data)

Usage

Description

1-(PERFLUORO-N-HEXYL)DECANE, a member of the perfluoroalkanes group, is an organic compound characterized by its carbon and fluorine atoms. It features a long-chain structure with multiple carbon atoms fully saturated with fluorine atoms, endowing it with unique properties such as high thermal stability and hydrophobicity.

Uses

Used in Surfactant Industry:
1-(PERFLUORO-N-HEXYL)DECANE is used as a surfactant for its ability to lower the surface tension of liquids, which enhances the spreading and wetting of substances. Its hydrophobic nature contributes to its effectiveness in this application.
Used in Non-stick Coating Production:
In the non-stick coatings industry, 1-(PERFLUORO-N-HEXYL)DECANE is used as a key component in the formulation of coatings that provide a slick, non-adhesive surface. Its high thermal stability ensures the durability of these coatings under various temperature conditions.
Used in Electronics Manufacturing:
1-(PERFLUORO-N-HEXYL)DECANE is utilized in the electronics industry for its insulating properties and resistance to thermal degradation. It is particularly useful in the production of components that require stable performance in harsh thermal environments.
However, due to the potential environmental and health impacts associated with perfluorinated compounds, there is ongoing research and regulatory scrutiny on the use and disposal of 1-(PERFLUORO-N-HEXYL)DECANE. This scrutiny aims to ensure that its applications are balanced with the need to protect human health and the environment.

InChI:InChI=1/C16H21F13/c1-2-3-4-5-6-7-8-9-10-11(17,18)12(19,20)13(21,22)14(23,24)15(25,26)16(27,28)29/h2-10H2,1H3

Upstream product

• 872-05-9 1-Decene 
• 355-43-1 n-perfluorohexyl iodide 
• 335-56-8 1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane 

Relevant articles and documents

Metal-Free Visible Light Hydroperfluoroalkylation of Unactivated Alkenes Using Perfluoroalkyl Bromides

Organic dye-catalyzed visible light induced hydroperfluoroalkylation of unactivated alkenes is described. Hydroperfluoroalkylation proceeds selectively and is applicable for various perfluoroalkyl bromide and alkenes including internal alkenes. The reaction mechanism is discussed, and it is shown that the hydrogen source varies with reaction conditions.

(Me3Si)3SiH-mediated intermolecular radical perfluoroalkylation reactions of olefins in water

Figure presented. Perfluoroalkyl-substituted compounds are regarded as important components of fluorophors and for the introduction of fluorous tags into organic substrates. Their syntheses in organic solvents are achieved through different methods, among which, the addition of perfluoroalkyl radicals to unsaturated bonds represents a convenient choice. On the other hand, intermolecular radical reactions in water have attracted the attention of synthetic chemists as a strategic route to carbon-carbon bond formation reactions. In this paper we undertook the intermolecular addition of perfluoroalkyl radicals on electron rich alkenes and alkenes with electron withdrawing groups in water, mediated by silyl radicals, and obtained perfluoroalkyl-substituted compounds in fairly good yields. The radical triggering events employed consist of the thermal decomposition of an azo compound and the dioxygen initiation. Our results indicate that for intermolecular carbon-carbon bond formation reactions mediated by (Me 3Si)3SiH, the decomposition of the azo compound 1,1′-azobis(cyclohexanecarbonitrile) (ACCN) is the best radical initiator. We also found that water exerts a relevant solvent effect on the rates of perfluoroalkyl radical additions onto double bonds and the H atom abstraction from the silane. Our account provides a versatile and convenient method to achieve perfluoroalkylation reactions of alkenes in water to render perfluoroalkylated alkanes as key intermediates in the synthesis of fluorophors and other fluorinated materials. This is the first report where perfluoroalkyl-substituted alkanes are synthesized through intermolecular radical carbon-carbon bond formation reactions in water, mediated by silyl radicals.