Perfluorobutyl iodide Chemical Properties

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

Specific Gravity

2.010

color 

Clear purple

Water Solubility 

immiscible

Sensitive 

Light Sensitive

BRN 

1777546

Exposure limits

ACGIH: TWA 0.01 ppm

Stability:

Stable. Incompatible with bases.

InChIKey

PGRFXXCKHGIFSV-UHFFFAOYSA-N

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

RIDADR 

2810

WGK Germany 

3

RTECS 

EK5360000

F 

8

Hazard Note 

Irritant/Light Sensitive

TSCA 

T

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29034700

MSDS

• Language:English Provider:1,1,1,2,2,3,3,4,4-Nonafluoro-4-iodobutane
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Perfluorobutyl iodide Usage And Synthesis

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

Uses

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.

Perfluorobutyl iodide(423-39-2)Related Product Information

• Potassium iodide
• 2-Chloro-2-methylpropane
• Heptafluoroisopropyl iodide
• 1-Chlorobutane
• Trifluoromethyl iodide
• 2-Iodo-1,1,1-trifluoroethane
• 1-Bromobutane
• Propidium iodide
• 2-Bromo-2-methylpropane
• 1-Chloro-2-methylpropane
• 1H,1H,2H,2H-Perfluorohexyl iodide
• 1H,1H,2H-Perfluoro-1-decene
• Perfluoro-1-iodohexane
• 1H,1H,2H,2H-Perfluorooctyl acrylate
• 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane
• 1H,1H,2H,2H-Perfluorooctanesulfonic acid
• Perfluoroalkyl Ethylenes
• (Perfluorobutyl)ethylene