Perfluoropentane

Perfluoropentane (PFP) or dodecafluoropentane; also known as Perflenapent (INN/USAN) is a fluorocarbon, the fluorinated analogue of pentane. It is a liquid that boils at slightly over room temperature.

Perfluoropentane

Names
Preferred IUPAC name Dodecafluoropentane[1]
Other names Perfluoropentane
Identifiers
CAS Number	678-26-2
3D model (JSmol)	Interactive image
Beilstein Reference	1712388
ChEBI	CHEBI:39428
ChEMBL	ChEMBL1899801
ChemSpider	12154
ECHA InfoCard	100.010.589
EC Number	211-647-5
KEGG	D05436
PubChem CID	12675
UNII	483AU1Y5CZ
CompTox Dashboard (EPA)	DTXSID3046613
InChI InChI=1S/C5F12/c6-1(7,2(8,9)4(12,13)14)3(10,11)5(15,16)17 Key: NJCBUSHGCBERSK-UHFFFAOYSA-N InChI=1/C5F12/c6-1(7,2(8,9)4(12,13)14)3(10,11)5(15,16)17 Key: NJCBUSHGCBERSK-UHFFFAOYAH
SMILES C(C(C(F)(F)F)(F)F)(C(C(F)(F)F)(F)F)(F)F
Properties
Chemical formula	C5F12
Molar mass	288.036 g·mol−1
Density	1.63 g/mL (liquid, 25 °C)[2] 1.59 g/mL (liquid, 35 °C) 12.25 kg/m³ (gas, 1 atm, 10 times air density)
Melting point	−115 °C (−175 °F; 158 K)
Boiling point	28 °C (82 °F; 301 K) Heat of vaporization = 21 cal/g
Vapor pressure	83.99 kPa (25 °C)
Viscosity	0.652 mPa*s (25 °C)
Thermochemistry
Heat capacity (C)	0.26 cal/(g • K)
Pharmacology
ATC code	V08DA03 (WHO)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

It has several biomedical applications including: propellant for pressurized metered dose inhalers;^[3] gas core in microbubble ultrasound contrast agents;^[4] and occlusion therapy via the conversion of nanometer liquid droplets into micrometer sized gas microbubbles (acoustic droplet vaporization).^[5]

References

1. "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 33. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4. The prefix 'per-' is no longer recommended.
2. "Perfluoropentane". Retrieved September 26, 2023.
3. Rogueda, P. G. A. HPFP, a Model Propellant for pMDIs. Drug Dev. Ind. Phar. 2003, 29, 39
4. Liu, Y., Miyoshi, H., and Nakamura, M. Encapsulated ultrasound microbubbles: Therapeutic application in drug/gene delivery. J. Controlled Release 2006, 114, 89− 99
5. D. Bardin, T. D. Martz, P. S. Sheeran, R. Shih, P. A. Dayton, and A. P. Lee, “High-speed, clinical-scale microfluidic generation of stable phase-change droplets for gas embolotherapy,” Lab on a Chip, vol. 11, no. 23, p. 3990, 2011.