Pentanal
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| UN number | 2058 |
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| Template:Longitem | Template:Chembox Elements/molecular formula |
| Molar mass | Template:Chem molar mass |
| Appearance | Clear liquid |
| Odor | Strong, acrid, pungent |
| Density | 0.8095 at 20 °C |
| Melting point | Template:Chembox CalcTemperatures |
| Boiling point | Template:Chembox CalcTemperatures |
| Vapor pressure | 0.35 kPa (20 °C)[3] |
| Viscosity | 0.6 mPa·s (20 °C) |
| NFPA 704 (fire diamond) | Template:NFPA 704 diamond |
| Flash point | Template:Chembox CalcTemperatures |
| Template:Longitem | Template:Chembox CalcTemperatures |
| Template:Longitem | Butyraldehyde |
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Pentanal (also called valeraldehyde) is the organic compound with molecular formula Template:Chem2. Classified as an alkyl aldehyde, it is a colorless volatile liquid. Its odor is described as fermented, bready, fruity, nutty, berry.[4]
Production
Pentanal is obtained by hydroformylation of butene. Also C4 mixtures can be used as starting material like the so-called raffinate II, which is produced by steam cracking and contains (Z)- and (E)-2-butene, 1-butene, butane and isobutane. The conversion to the product is accomplished with synthesis gas in the presence of a catalyst consisting of a rhodium-bisphosphite complex and a sterically hindered secondary amine with a selectivity toward pentanal of at least 90%.[5]
Use
Pentanal undergoes the reactions characteristic of any alkyl aldehyde, i.e., oxidations, condensations, and reductions. 2-Octanone, produced for use in the fragrance industry, is obtained by the condensation of acetone and pentanal, followed by hydrogenation of the alkene.[6]
2-Propyl-2-heptenal is obtained from pentanal by aldol condensation, which is hydrogenated to the saturated branched 2-propylheptanol. This alcohol serves as a starting material for the PVC plasticizer di-2-propylheptyl phthalate (DPHP).
Pentanal (valeraldehyde) is oxidized to give valeric acid.[7]
References
- ↑ Merck Index, 11th Edition, 9813.
- ↑ n-Valeraldehyde at chemicalland21.com
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- ↑ Patent WO 2009/146985 der Evonik Oxeno GmbH.
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