Tripropylene, also known as propylene trimer, is usually sold as a mixture of structural isomers of nonene.[2] This mixture is obtained by oligomerization of propene:
Identifiers | |
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3D model (JSmol)
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ChemSpider |
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PubChem CID
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UN number | 2057 |
CompTox Dashboard (EPA)
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Properties | |
C9H18 | |
Molar mass | 126.24 g/mol |
Appearance | colourless liquid |
Density | 1.022 g/mL |
Melting point | −93.5 °C (−136.3 °F; 179.7 K) |
Boiling point | 156 °C (313 °F; 429 K) |
very low | |
Hazards | |
Flash point | 23[1] °C (73 °F; 296 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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- 3 C3H6 → C9H18
In this process, two double bonds are lost and one is retained as illustrated by the isomer shown in the figure. The reaction is catalyzed by acids, such as polyphosphoric acid.[3] A variety of catalysts have been explored.[4] The reaction proceeds via the formation of a carbocation ((CH3)2CH+), which attacks another propylene unit, generating a new carbocation, etc. This kind of process affords mixtures (C3H6)n.
Like other alkenes, propylene trimer is used as an alkylating agent. A number of surfactants and lubricants are produced by alkylation of aromatic substrates.
See also
edit- 1-Nonene - the linear analogue
References
edit- ^ https://www.exxonmobilchemical.com/dfsmedia/f743208d804841f6ab89a60202cc3f56/3035-source?extension=pdf/options/download ExxonMobil Chemical Product Safety Summary], exxonmobilchemical.com
- ^ Tripropylene MSDS, chemexper.net
- ^ G. R. Lappin, L. H. Nemec, J. D. Sauer, J. D. Wagner "Olefins, Higher" in Kirk-Othmer Encyclopedia of Chemical Technology, 2010. doi:10.1002/0471238961.1512050612011616.a01.pub2
- ^ Johan A. Martens, Wim H. Verrelst, Georges M. Mathys, Stephen H. Brown, Pierre A. Jacobs "Tailored Catalytic Propene Trimerization over Acidic Zeolites with Tubular Pores" Angewandte Chemie International Edition Angewandte Chemie International Edition 2005, Volume 44, Issue 35, pages 5687–5690. doi:10.1002/anie.200463045