354-69-8

Basic information

• Product Name: 1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE
• Synonyms: 1,1,1,2,2-pentafluoro-3-iodo-propan;Propane, 1,1,1,2,2-pentafluoro-3-iodo-;PENTAFLUOROPROPYL IODIDE;1,1,1,2,2-PENTAFLUORO-3-IODOPROPANE;1H,1H-PENTAFLUORO-N-PROPYL IODIDE;1H,1H-PENTAFLUOROPROPYL IODIDE;1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE;2,2,3,3,3-PENTAFLUOROPROPYL IODIDE
• CAS NO: 354-69-8
• Molecular Formula: C₃H₂F₅I
• Molecular Weight: 259.94
• EINECS: 206-568-8
• Mol File: 354-69-8.mol

Chemical Properties

• Boiling Point: 70-71°C
• Flash Point: 70-71°C
• Appearance: /
• Density: 2.092 g/cm³
• Vapor Pressure: 149mmHg at 25°C
• Refractive Index: 1.373
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 1700278
• CAS DataBase Reference: 1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE(354-69-8)
• EPA Substance Registry System: 1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE(354-69-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• TSCA: Yes
• Hazardous Substances Data: 354-69-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE is used as a reagent and intermediate in organic synthesis for the production of various fluorinated compounds. Its unique structure allows for selective reactions and the formation of a wide range of chemical products.
Used in Pharmaceutical Industry:
1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE is used as a building block in the synthesis of pharmaceutical compounds. Its presence in the molecular structure can enhance the drug's properties, such as solubility, stability, and bioavailability, leading to improved therapeutic effects.
Used in Agrochemical Industry:
1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE is used as a precursor in the development of agrochemicals, such as insecticides and herbicides. Its fluorinated nature can contribute to the increased effectiveness and selectivity of these chemicals in controlling pests and weeds.
Used in Production of 1,1,1,2,2-Pentafluoro-Propane:
1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE is used as a raw material to produce 1,1,1,2,2-pentafluoro-propane by heating. 1-IODO-2,2,3,3,3-PENTAFLUOROPROPANE has various applications in different industries, such as refrigerants, foam blowing agents, and as a cleaning solvent.

InChI:InChI=1/C3H2F5I/c4-2(5,1-9)3(6,7)8/h1H2

Upstream product

• 565-42-4 2,2,3,3,3-pentafluoro-1-propyl 4-toluenesulfonate 

Downstream Products

• 1814-88-6 1,1,1,2,2-pentafluoropropane 
• 672339-38-7 (Z)-2,3,3,3-tetrafluoro-1-iodoprop-1-ene 
• 104207-50-3 1--1H,1H-perfluoropropane 
• 76-05-1 trifluoroacetic acid 
• 1010731-91-5 C₁₁H₇F₁₁INS₂O₄ 

Relevant articles and documents

Highly stereoselective approach to 3-fluoroalkylated (E)-hex-3-ene-1,5- diyne derivatives via an addition-elimination reaction

Palladium(0)-catalyzed Sonogashira cross-coupling reaction of 2-fluoroalkylated (Z)-2-fluoro-1-iodoethene, which is easily prepared from commercially available polyfluorinated alcohols in facile three steps, with terminal alkynes in DMF at room temperature for 24 h took place stereospecifically to give the corresponding 1-fluoroalkylated (Z)-1-fluorobut-1-en-3-yne derivatives in good to excellent yield. Thus obtained fluoroalkylated 1-fluoroenynes were effectively subjected to addition-elimination reaction with various alkynyllithiums at room temperature, leading to 3-fluoroalkylated hex-3-ene-1,5-diyne derivatives in good to high yields with an excellent E selectivity.

Facile syntheses of various per- or polyfluoroalkylated internal acetylene derivatives

Treatment of per- or polyfluoroalkylated vinyl iodides 5 with 2equiv. of n-BuLi in THF produced the corresponding lithium acetylides in situ, which were transformed into zinc acetylides by the addition of ZnCl2· TMEDA complex into the reaction mixture. The in situ generated zinc acetylides were exposed to the cross-coupling conditions such as ArI/cat. Pd(PPh 3)4, reflux, 6-12 h, giving rise to the desired per- or polyfluoroalkylated acetylenes in high yields. In the case of trifluoromethylated acetylene, commercially available 2-bromo-3,3,3-trifluoropropene 6 could also be used instead of 5 as the starting material. In the acetylenes having a fluoroalkyl group and an aliphatic side chain, vinyl iodides 7, prepared by radical addition of perfluoroalkyl iodide to terminal acetylenes, were treated with t-BuOK at room temperature or at the reflux temperature of benzene, affording the desired compounds in good yields.

1-Iodo-polyfluoroalkanes from polyfluoroalkoxy trimethylsilanes and iodochloro triphenylphosphorane

Polyfluoroalkoxy trimethylsilanes R(f)CH2OSi(CH3)3 (from the alcohols R(f)CH2OH and HMDS), react with Pb3PICI (from ICI and Ph3P) eliminating (CH3)3SiCl. Pyrolysis of the residues gives Ph3PO and pure iodides R(f)CH2I.