423-62-1

Basic information

• Product Name: Perfluorodecyl iodide
• Synonyms: Iodoperfluorodecane;henicosafluoro-10-iododecane;HENEICOSAFLUORO-N-DECYL IODIDE;1-IODOPERFLUORODECANE;PERFLUORODECYL IODIDE;PERFLUORO-N-DECYL IODIDE;1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-heneicosafluoro-10-iodo-decan;1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-Henicosafluoro-10-iododecane
• CAS NO: 423-62-1
• Molecular Formula: C₁₀F₂₁I
• Molecular Weight: 645.98
• EINECS: 207-030-5
• Product Categories: Fluorous Chemistry;Fluorous Compounds;Synthetic Organic Chemistry;Alkyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 423-62-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 65-67 °C
• Boiling Point: 195-200 °C
• Flash Point: 195-200°C
• Appearance: /
• Density: 1.8
• Vapor Pressure: 0.475mmHg at 25°C
• Refractive Index: 1.317
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Sensitive: Light Sensitive
• BRN: 1810506
• CAS DataBase Reference: Perfluorodecyl iodide(CAS DataBase Reference)
• NIST Chemistry Reference: Perfluorodecyl iodide(423-62-1)
• EPA Substance Registry System: Perfluorodecyl iodide(423-62-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• RTECS: MD8710000
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 423-62-1(Hazardous Substances Data)

Usage

Description

Perfluorodecyl iodide is a white to off-white transparent crystalline compound with unique chemical properties. It is characterized by its perfluorinated alkyl chain, which provides it with a range of applications in various industries due to its specific characteristics.

Uses

1. Used in Chemical Synthesis:
Perfluorodecyl iodide is used as a key intermediate in the synthesis of various complex organic compounds. Its unique perfluorinated structure allows for the creation of molecules with specific properties tailored for different applications.
2. Used in Catalyst Preparation:
Perfluorodecyl iodide is used as a precursor to prepare 3,5-bis(perfluorodecyl)phenylboronic acid, which serves as a "green" catalyst for the direct amide condensation reaction. This catalyst is environmentally friendly and efficient, making it a preferred choice in the chemical industry for amide bond formation.
3. Used in the Synthesis of Fluorinated Compounds:
Perfluorodecyl iodide is also utilized in the synthesis of 3-(perfluorodecyl)prop-1-ene, a fluorinated compound with potential applications in various fields, such as materials science and pharmaceuticals. The perfluorinated nature of these compounds often leads to enhanced properties, such as increased stability and reduced reactivity.
4. Used in the Electronics Industry:
Due to its unique properties, perfluorodecyl iodide can be used in the development of new materials for the electronics industry, such as insulators, lubricants, or components with specific surface properties.
5. Used in the Pharmaceutical Industry:
The perfluorinated structure of perfluorodecyl iodide may also find applications in the pharmaceutical industry, where it can be used to develop new drugs with improved pharmacokinetic properties or as a component in drug delivery systems.

InChI:InChI=1/C10F21I/c11-1(12,3(15,16)5(19,20)7(23,24)9(27,28)29)2(13,14)4(17,18)6(21,22)8(25,26)10(30,31)32

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 354-64-3 Pentafluoroethyl iodide 
• 355-43-1 n-perfluorohexyl iodide 
• 423-39-2 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane 

Downstream Products

• 375-97-3 α-hydroperfluorodecane 
• 132091-65-7 2-heneicosafluorodecylcyclohexanone 
• 55009-88-6 n-perfluorooctylacetylene 
• 78159-19-0 perfluorodecylbenzene 

Relevant articles and documents

PROCESS FOR PRODUCING FLUOROALKYL IODIDE TELOMER

A novel process for producing a fluoroalkyl iodide telomer is provided, which is able to obtain a fluoroalkyl iodide telomer having a desired chain length, efficiently. A fluoroalkyl iodide represented by the general formula RfI (wherein Rf is a C1-10 fluoroalkyl group) and tetrafluoroethylene are used as a telogen and a taxogen, respectively. These compounds are supplied to a distillation apparatus. In a reaction zone located in an intermediate part of the distillation apparatus, the compounds are subjected to a telomerization reaction in the presence of a metal catalyst with heating to generate a fluoroalkyl iodide telomer represented by the general formula Rf(CF2CF2)nI (wherein Rf is the same as defined above and n is an integer of 1-4). Thereafter, a fraction comprising the fluoroalkyl iodide telomer is separated by distillation.

METHOD FOR CONTINUOUS PRODUCTION OF A PERFLUOROALKYL IODIDE TELOMER

The present invention relates to a process for continuously producing a perfluoroalkyl iodide represented by the general formula Rf(CF2CF2)nI, wherein Rf is a C1-6 perfluoroalkyl and n is an integer from 1 to 4, the method comprising continuously supplying a perfluoroalkyl iodide as a telogen represented by the general formula RfI, wherein Rf is as defined above, and tetrafluoroethylene as a taxogen to a tubular reactor packed with a metal catalyst comprising a powdery spherical metal or a sintered metal; and conducting telomerization at a temperature of 60 to 160°C under a pressure of 0.1 to 5 MPa (gauge pressure). According to the present invention, medium-chain perfluoroalkyl iodides can be continuously and efficiently produced with little generation of impurities, such as hydrogen-containing organic compounds and the like.

Highly selective photochemical synthesis of perfluoroalkyl bromides and iodides

Highly fluorinated alkyl iodides are conveniently synthesized by telomerization of a fluoroalkyl-iodide, RI, with, e.g., C2F4. Normally, the reaction, often carried out in the liquid phase with a radical initiator, gives products with a broad distribution of molecular weights. In this work, we report a method that obtains selectively products of a desired molecular weight: this method is a photochemically induced reaction in the gas phase; the gas is circulated through a trap or a rectification still which continuously removes the heavier products, whereas the more volatile molecules return to the photoreactor. An analysis by rate equations shows which control parameters are important, and by a suitable choice of these parameters, we obtained a better selectivity for, e.g., C8F17I than previously. This method also works with BrC2F4Br instead of an iodide. In this case, we demonstrated in a small laboratory setup with simple low-pressure Hg lamps (5 × 30 W), a productivity of more than 0.5 kg/day. In the telomerization of CF3Br or HC2F4Br with C2F4 we found, however, a few percent of dibromide side products which are sometimes difficult to separate because of similar boiling points. For this case, it is better to synthesize the iodides instead, and then exchange the I for Br, if desired.