7157. Perfluorohexane

Nomenclature

CAS number: 355-42-0
1,1,1,2,2,3,3,4,4,5,5,6,6,6-Tetradecafluorohexane; perfluoro-n-hexane; Imavist (Schering AG).
C6F14; mol wt 338.04.
C 21.32%, F 78.68%.

Description and references

Inert perfluorocarbon with applications as a coolant and medical imaging agent. Discovery: J. H. Simons, L. P. Block, J. Am. Chem. Soc. 59, 1407 (1937). Prepn and physical properties: V. E. Stiles, G. H. Cady, ibid. 74, 3771 (1952); R. D. Dunlap et al., ibid. 80, 83 (1958). Critical properties and virial coefficients: Z. L. Taylor, Jr., T. M. Reed, III, AIChE J. 16, 738 (1970). Conformational analysis: P. Piaggio et al., J. Mol. Struct. 26, 421 (1975). 19F-NMR characterization of commercial product: T. A. Kestner, J. Fluorine Chem. 36, 77 (1987). Use as a solvent in bromination reactions: S. M. Pereira et al., Synth. Commun. 25, 1023 (1995). Evaluation in treatment of acute lung injury in rabbits: M. Hübler et al., Crit. Care Med. 30, 422 (2002).

Chemical structure

Properties

Coarse, transparent, needle-like crystals, mp -82.26 ±0.01°. bp 57.23°. d0 1.7560. d25 1.66970 (air satd, 1 atm). d25 1.6717 (degassed, equilib vapor pressure). nD22 1.2515. Viscosity at 0°: 9.79 mP. Heat of fusion: 1580 ±90 cal/mol. Molar heat of vaporization (cal) at bp: 7307; at 20°: 7793.

Use

In the electronics industry as a coolant and test bath medium. Non-toxic, non-ozone-depleting, inert reaction medium.

Therapeutic Category

Diagnostic aid (Ultrasound contrast agent).

Keywords

Diagnostic Aid (Ultrasound Contrast Agent)