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HomeProduct name listPerfluorobutyl iodide

Perfluorobutyl iodide

Synonym(s):1-Iodoperfluorobutane;Perfluorobutyl iodide

  • CAS NO.:423-39-2
  • Empirical Formula: C4F9I
  • Molecular Weight: 345.93
  • MDL number: MFCD00001062
  • EINECS: 207-025-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-26 15:15:06
Perfluorobutyl iodide Structural

What is Perfluorobutyl iodide?

Description

Perfluorobutyl iodide (PFBI) is a promising alternative to chlorofluorocarbon solvents used in aircraft ground maintenance operations and other military and commercial operations because it cleans well, has zero ozone depletion potential, and has extremely low global warming properties. Perfluorobutyl iodides also could used as gain media for a solar-pumped laser amplifier. This compound is usually utilized as perfluoroalkyl radical precursors[1–3].

Chemical properties

clear colourless liquid with pungent odour

The Uses of Perfluorobutyl iodide

Perfluorobutyl Iodide is used as an organocatalyst in some polymerization reactions.

Synthesis

Add 10 mol of triphenylphosphine chloride and 50 mol of N-methylimidazole hydrochloride to methanol and stir to dissolve. Heat to 50°C, add 65 moles of aluminum chloride, stir and dissolve, continue the reaction for 2 hours, raise the temperature to 80°C, evaporate the solvent, and filter to remove the insoluble matter to obtain quaternary ammonium salt and N-alkyl imidazole salt composite aluminum acid. Salt ionic liquid. Add 2 kg of the aluminate ionic liquid prepared in step S1 to the reaction kettle equipped with a reflux device, then add 264 g of perfluoropentanoic acid and raise the temperature to 80°C. Slowly add 2.5 mol of iodine ethanol solution dropwise within 5 hours. After the dropwise addition is completed, heat to 100°C for 8 hours. The reaction solution was allowed to stand and separated into layers to separate the aluminate ionic liquid and product layers. The product layer was purified by distillation to obtain 336g of Perfluorobutyl iodide.

References

[1] Darol Dodd, Colin Hardy, Gary Hoffman. "Perfluoro-n-butyl iodide: acute toxicity, subchronic toxicity and genotoxicity evaluations. " International Journal of Toxicology 23 4 (2004): 249–58.
[2] J. Lee, B. Tabibi, W. Weaver. "Perfluorobutyl iodides as gain media for a solar-pumped laser amplifier." Optics Communications 67 1 (1988): 435–440.
[3] Zhang, Juan et al. "Perfluorobutyl iodide-assisted direct cyanomethylation of azoles and phenols with acetonitrile?." RSC Advances 26 (2015): 20562–20565.

Properties of Perfluorobutyl iodide

Melting point: -88 °C
Boiling point: 66-67 °C
Density  2.01 g/mL at 25 °C(lit.)
refractive index  n20/D 1.3285(lit.)
Flash point: None
storage temp.  Keep in dark place,Inert atmosphere,Room temperature
form  Liquid
color  Clear purple
Specific Gravity 2.010
Water Solubility  immiscible
Sensitive  Light Sensitive
BRN  1777546
Exposure limits ACGIH: TWA 0.01 ppm
Stability: Stable. Incompatible with bases.
CAS DataBase Reference 423-39-2(CAS DataBase Reference)
NIST Chemistry Reference 1-Iodononafluorobutane(423-39-2)
EPA Substance Registry System Butane, 1,1,1,2,2,3,3,4,4-nonafluoro-4-iodo- (423-39-2)

Safety information for Perfluorobutyl iodide

Signal word Warning
Pictogram(s)
ghs
Environment
GHS09
GHS Hazard Statements H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P273:Avoid release to the environment.
P391:Collect spillage. Hazardous to the aquatic environment
P501:Dispose of contents/container to..…

Computed Descriptors for Perfluorobutyl iodide

InChIKey PGRFXXCKHGIFSV-UHFFFAOYSA-N

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