Prenol
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Prenol | |||||||||||||||
other names |
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Molecular formula | C 5 H 10 O | |||||||||||||||
Brief description |
colorless liquid with a fruity odor |
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properties | ||||||||||||||||
Molar mass | 86.13 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
0.85 g cm −3 |
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boiling point |
140 ° C |
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Vapor pressure |
1.4 mbar (20 ° C) |
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solubility |
easily soluble in water (170 g l −1 at 20 ° C) |
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Refractive index |
1.443 (20 ° C) |
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safety instructions | ||||||||||||||||
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Toxicological data | ||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
Prenol ( 3-methyl-2-buten-1-ol ) is a chemical compound from the group of alkenols , more precisely the methylbutenols .
Extraction and presentation
For the industrial synthesis of prenol, isobutene is first reacted with liquid formaldehyde at temperatures of 200-300 ° C. and pressures of 250 bar in a reactor without a catalyst. The isomeric compound isoprenol is initially formed .
Following the resulting isoprenol at temperatures of 50-110 ° C and pressures of 2-20 bar is to palladium - catalysts which on activated carbon isomerized to prenol are supported.
The products are worked up and purified by multi-stage distillation under pressure in rectification columns .
properties
Prenol is an inflammable colorless liquid with a fruity odor, which is easily soluble in water.
Occurrence and use
Prenol occurs as a building block in the biogenesis and industrial production of isoprenoids (polyprenols).
safety instructions
The vapors of Prenol can form an explosive mixture with air ( flash point 50 ° C, ignition temperature 305 ° C).
Individual evidence
- ↑ a b c d e f g h i j Entry on 3-methyl-2-buten-1-ol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
- ↑ a b Data sheet 3-Methyl-2-buten-1-ol, 99% from Sigma-Aldrich , accessed on January 29, 2019 ( PDF ).
- ↑ a b H. Pommer, A. Nürrenbach: INDUSTRIAL SYNTHESIS OF TERPENE COMPOUNDS. In: Organic Synthesis . 1975, pp. 527-551, doi : 10.1016 / B978-0-408-70725-1.50016-1 . ISBN 978-0-408-70725-1 (book chapter)
- ↑ Hans Martin Weitz, Eckhard Loser: Isoprene . In: Ullmann's Encyclopedia of Industrial Chemistry . Wiley ‐ VCH Verlag GmbH & Co. KGaA., June 15, 2000, p. 86, doi : 10.1002 / 14356007.a14_627 .
- ↑ Martine Dehn, Bernhard Brunner, Klaus Ebel, Sabine Huber: PROCESS FOR PRODUCING PRENOL AND PRENAL FROM ISOPRENOL. In: freepatentsonline.com. BASF SE, March 14, 2019, accessed on July 27, 2019 .