| Identification | More | [Name]
Perfluorotributylamine | [CAS]
311-89-7 | [Synonyms]
FC-43 FLUORINERT FLUORINERT FC-43 FLUORINERT(R) FC-43 FLUORINERT (TM) (FC-43) (R) HEPTACOSA HEPTACOSAFLUOROTRIBUTYLAMINE HEPTACOSAFLUOROTRI-N-BUTYLAMINE PERFLUORO-COMPOUND FC-43 PERFLUOROTRIBUTYLAMINE PERFLUOROTRI-N-BUTYLAMINE TRI(PERFLUOROBUTYL)AMINE TRIS(NONAFLUOROBUTYL)AMINE (n-C4F9)3N 1,1,2,2,3,3,4,4,4-nonafluoro-n,n-bis(nonafluorobutyl)-1-butanamin 1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(nonafluorobutyl)-1-Butanamine 1-Butanamine, 1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(nonafluorobutyl)- 1-Butanamine,1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(nonafluorobutyl)- 1-butanamine,nonafluoro,N,N-bis(nonafluorobutyl)- Butylamine, 1,1,2,2,3,3,4,4,4-nonafluoro-N,N-bis(nonafluorobutyl)- | [EINECS(EC#)]
206-223-1 | [Molecular Formula]
C12F27N | [MDL Number]
MFCD00000436 | [Molecular Weight]
671.09 | [MOL File]
311-89-7.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colourless liquid | [Melting point ]
-52 °C | [Boiling point ]
178 °C(lit.)
| [density ]
1.883 g/mL at 25 °C(lit.)
| [vapor density ]
23.3 (vs air)
| [vapor pressure ]
1.3 mm Hg ( 25 °C)
| [refractive index ]
n20/D 1.3
| [Fp ]
None | [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
liquid
| [pka]
-26.84±0.50(Predicted) | [color ]
Clear colorless | [Specific Gravity]
1.880 | [Water Solubility ]
insoluble | [FreezingPoint ]
-60℃ | [Specific Heat Capacity]
Cp(liquid):418.4J/(g·K),at 25℃ | [BRN ]
1813883 | [Henry's Law Constant]
1.8×10-10 mol/(m3Pa) at 25℃, HSDB (2015) | [Dielectric constant]
1.8999999999999999 | [Major Application]
environmental | [InChI]
1S/C12F27N/c13-1(14,7(25,26)27)4(19,20)10(34,35)40(11(36,37)5(21,22)2(15,16)8(28,29)30)12(38,39)6(23,24)3(17,18)9(31,32)33 | [InChIKey]
VUMYZTYYVRXVJA-UHFFFAOYSA-N | [SMILES]
FC(F)(F)C(F)(F)C(F)(F)C(F)(F)N(C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F | [CAS DataBase Reference]
311-89-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Perfluorotributylamine(311-89-7) | [EPA Substance Registry System]
311-89-7(EPA Substance) |
| Hazard Information | Back Directory | [Description]
Perfluorotributylamine (PFTBA, 311-89-7) is a dense, moderately high-boiling liquid. It is the main component of Fluosol-43, an artificial blood substitute that has been approved by the US Food and Drug Administration for use in cardiac angioplasty. PFTBA is also used as an ingredient in some refrigerants. But PFTBA has a downside: It is persistent in the atmosphere and a powerful greenhouse gas. In 2013, S. A. Mabury at the University of Toronto used IR spectroscopy data to calculate that PFTBA is the strongest global-warming potential of any compound detected in the atmosphere—7100 times greater than that of CO2.
| [Chemical Properties]
clear colourless liquid | [Uses]
Perfluorotributylamine (311-89-7) is used in electronic applications viz. liquid burn-in, testing and vapor phase soldering processes. It acts as an indicator fluid to check the leakage and heat transfer fluid for thermal shock testing. It is an active component in fluosol, which is a substitute for artificial blood and fluorinert coolant liquids. Further, it is used as a solvent for computer disc drive lubrication. In addition to this, it is used as a calibration chemical in gas chromatography. Perfluorotributylamine (PFTBA) is commonly used for the calibration of the mass axes of mass spectrometers, basically in those systems, which use electron ionization (EI). PFTBA may be used as a calibration standard for the gas chromatography-mass spectrometric determination of tramadol in human plasma samples and phthalate esters in water samples.
| [Application]
Perfluorotributylamine (PFTBA, 311-89-7 ) is commonly used in systems that use electron ionisation (EI) for the calibration of mass spectrometer mass spectrometer mass spectrometer axes, and PFTBA can be used as a calibration standard for the determination of tramadol in human plasma samples by gas chromatography-mass spectrometry (GC-MS), and for the determination of phthalate esters in water samples.
| [Definition]
ChEBI: An organofluorine compound that is tributylamine in which all the hydrogens have been replaced by fluorine atoms. | [Preparation]
Perfluorotributylamine (PFTBA) is prepared by electrofluorination of tributylamine using hydrogen fluoride as solvent and source of fluorine:
N(C4H9)3 + 27 HF → N(C4F9)3+ 27 H2
| [General Description]
Perfluorotributylamine (PFTBA, 311-89-7 ) is a perfluoroalkyl amine characterized as a long-lived greenhouse gas with high radiative efficiency, extremely low water solubility, and relatively high volatility[2-3]. PFTBA serves as an absorbent solvent to isolate low-boiling fluorocarbon by-products from electrolysis gases[1]. In biomedical applications, PFTBA is loaded into polydopamine-coated UiO-66 metal-organic framework nanoparticles alongside tirapazamine for hypoxia-activated osteosarcoma therapy[4].
| [Safety]
Perfluorotributylamine is belongs to fluorofluids, fluorofluids are generally of very low toxicity, so much that they have been evaluated as synthetic blood.
| [Precautions]
Store in a cool place. Incompatible with powdered metals and alkali metals. | [References]
[1] Innovation in the synthesis of perfluorinated organics through electrochemical fluorination in anhydrous liquid hydrogen fluoride: peculiarities of the method and applications of perfluorinated organics. http://notes.fluorine1.ru/contents/history/2003/6_2003/letters/index.html [2]
Hong, A. C., Young, C. J., Hurley, M. D., Wallington, T. J., Mabury, S. A. (2013). Perfluorotributylamine: A novel long-lived greenhouse gas. Geophysical Research Letters, 40(22), 6010–6015. https://doi.org/10.1002/2013gl058010 [3]
Tsai, W.-T. (2015). Environmental implications of perfluorotributylamine—a potent greenhouse gas. Mitigation and Adaptation Strategies for Global Change, 22(2), 225–231. https://doi.org/10.1007/s11027-015-9684-6 [4]
Chen, H., Fu, Y., Feng, K., Zhou, Y., Wang, X., Huang, H., Chen, Y., Wang, W., Xu, Y., Tian, H., Mao, Y., Wang, J., Zhang, Z. (2021). Polydopamine-coated UiO-66 nanoparticles loaded with perfluorotributylamine/tirapazamine for hypoxia-activated osteosarcoma therapy. Journal of Nanobiotechnology, 19(1). https://doi.org/10.1186/s12951-021-01013-0
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