422-91-3

Basic information

• Product Name: 1,3-DIIODOHEXAFLUOROPROPANE
• Synonyms: 1,3-DIIODOHEXAFLUOROPROPANE;1,3-Diiodo-1,1,2,2,3,3-hexafluoropropane;1,3-Diiodoperfluoropropane
• CAS NO: 422-91-3
• Molecular Formula: C₃F₆I₂
• Molecular Weight: 403.83
• Mol File: 422-91-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 131 °C
• Appearance: /
• Density: 2.6302 g/cm3(Temp: 40 °C)
• CAS DataBase Reference: 1,3-DIIODOHEXAFLUOROPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIIODOHEXAFLUOROPROPANE(422-91-3)
• EPA Substance Registry System: 1,3-DIIODOHEXAFLUOROPROPANE(422-91-3)

Safety Data

• Hazardous Substances Data: 422-91-3(Hazardous Substances Data)

Usage

Physical state

Colorless, odorless, nonflammable liquid at room temperature

Uses

Solvent
Propellant in aerosol products
Refrigerant
Manufacturing of pharmaceuticals and agrochemicals

Toxicity

Low toxicity

Carcinogenicity

Not classified as a carcinogen

Mutagenicity

Not classified as a mutagen

Environmental impact

Potential environmental impact, should be handled with caution

Ozone depletion

May contribute to the depletion of the ozone layer

Upstream product

• 428-59-1 Hexafluoropropene oxide 
• 678-78-4 hexafluoroglutaryl fluoride 
• 661-45-0 Tris(trifluormethyl)-difluorphosphoran 
• 7553-56-2 iodine 
• 34805-58-8 perfluoro-(5-methyl-3,6-dioxa-7-octene)-sulfonyl fluoride 
• 84329-62-4 perfluoro-5,6-epoxy-3-oxahexanesulfonyl fluoride 
• 84329-68-0 perfluoro-3-phenoxypropylene oxide 
• 931-91-9 1,1,2,2,3,3-Hexafluoro-cyclopropane 

Downstream Products

• 2647-96-3 α,ο-diphenylperfluoropropane 
• 25444-29-5 <3-Jod-perfluor-propyl>-benzol 
• 25444-21-7 1H-3-Phenyl-perfluor-propan 
• 18450-34-5 1,3-Bis-<3-nitro-phenyl>-perfluor-propan 
• 25444-41-1 1,3-Bis-<4-chlor-phenyl>-perfluor-propan 
• 375-80-4 dodecafluoro-1,6-diiodohexane 
• 22116-95-6 1H,9H-octadecafluoro-1,9-diiodo-nonane 
• 72049-11-7 1,12-diiodoperfluorododecane 

Relevant articles and documents

SYNTHESIS OF DIIODOPERFLUORO-C3 TO C7-ALKANES

The present invention is the process comprising forming a stable mixture comprising I(CF2)nI, wherein n is at least 3 and at least one of I(CF2)nI, wherein n is 1 or 2, as a contaminant in said mixture and heating said mixture to a temperature of at least 220° C. to reduce the amount of said contaminant to be no greater than 1% when said contaminant is ICF2I (n=1) and no greater than 0.1% when said contaminant is ICF2CF2I (n=2).

Environmentally Benign Processes for Making Useful Fluorocarbons: Nickel- or Copper(I) Iodide-Catalyzed Reaction of Highly Fluorinated Epoxides with Halogens in the Absence of Solvent and Thermal Addition of CF2I 2 to Olefins

Highly fluorinated epoxides react with halogens in the presence of nickel powder or CuI at elevated temperatures to provide a useful and general synthesis of dihalodifluoromethanes (CF2X2) and fluoroacyl fluorides (RFCOF) in the absence of solvent. At 185 °C, hexafluoropropylene oxide and halogens produce CF2X 2 (X = I, Br) in 68-90% isolated yields, along with small amounts of X(CF2)nX, (n = 2, 3). With interhalogens I-X (X = Cl, Br), a mixture of CF2I2, CF2XI, and CF 2X2 was obtained. The fluorinated epoxides substituted with perfluorophenyl, fluorosulfonyl, and chlorofluoroalkyl groups also react cleanly with iodine to give CF2I2 and the corresponding fluorinated acyl fluorides in good yields. The reaction probably involves an oxidative addition of fluorinated epoxides into metal surfaces to form an oxametallacycle, followed by rapid decomposition to difluorocarbene-metal surfaces, which alters the reactivity of the difluorocarbene carbon from electrophilic to nucleophilic. The increase of nucleophilicity of difluorocarbene facilitates the reaction with electrophilic halogens. CF 2I2 reacted with olefins thermally to give 1,3-diiodofluoropropane derivatives. Both fluorinated and nonfluorinated alkenes gave good yields of the adducts. Reaction with ethylene, propylene, perfluoroalkylethylene, vinylidene fluoride, and trifluoroethylene provided the corresponding adducts in 58-86% yields. With tetrafluoroethylene, a 1:1 adduct was predominantly formed along with small amounts of higher homologues. In contrast to perfluoroalkyl iodides, CF2I2 also readily adds to perfluorovinyl ethers to give 1,3-diiodoperfluoro ethers.

Synthesis of new nitrogen-containing perfluoroalkyl iodides

Perfluoro(dimethylamino)-, perfluoro(diethylamino)-, perfluoro(1-pyrrolidinyl)-, perfluoromorpholino-, perfluoropiperidino-and perfluoropropoxy-substituted perfluoroalkyl iodides were synthesized directly by the reaction of the corresponding perfluoroacyl fluorides with lithium iodide in high yield. Under controlled reaction conditions, it was possible to synthesize either iodo-perfluoroacyl fluorides or perfluoroalkylidene diiodides by the reaction of perfluoro(alkanedioyl) difluorides with lithium iodide. Perfluoro(α-alkylamino-substituted alkyl) iodides may be good candidates for the media of solar-pumped lasers.