2-Ethyl-1-butanol
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Names | |
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Preferred IUPAC name
2-Ethylbutan-1-ol | |
Other names
2-Ethyl-1-butanol
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Identifiers | |
3D model (JSmol)
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1731254 | |
ChemSpider | |
ECHA InfoCard | 100.002.384 ![]() |
EC Number |
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PubChem CID
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RTECS number |
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UNII | |
UN number | 2275 |
CompTox Dashboard (EPA)
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Properties | |
C6H14O | |
Molar mass | 102.177 g·mol−1 |
Appearance | Colorless liquid |
Density | 830 mg mL−1 |
Melting point | −114.40 °C; −173.92 °F; 158.75 K |
Boiling point | 145 to 151 °C; 293 to 304 °F; 418 to 424 K |
10 g L−1 | |
Vapor pressure | 206 Pa |
Refractive index (nD)
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1.422 |
Thermochemistry | |
Heat capacity (C)
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246.65 J K−1 mol−1 |
Hazards | |
GHS labelling: | |
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Signal word
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Warning |
H302, H312 | |
P280 | |
Flash point | 58 °C (136 °F; 331 K) |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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1.85 g kg−1 (oral, rat) |
Related compounds | |
Related compounds
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Infobox references | |
2-Ethyl-1-butanol (IUPAC name: 2-ethylbutan-1-ol) is an organic chemical compound. It can be used to facilitate the separation of ethanol from water, which form an azeotrope that otherwise limits the maximum ethanol concentration.[2]
Reactions[]
2-Ethyl-1-butanol is manufactured industrially by the aldol condensation of acetaldehyde and butyraldehyde, followed by hydrogenation.[3] It may also be prepared by the Guerbet reaction.
Properties and applications[]
The branching in 2-ethyl-1-butanol makes it harder to crystalize due to packing disruption, which results in a very low freezing point. Esters of 2-ethyl-1-butanol are similarly effected and it therefore finds application as a feedstock in the production of plasticizers and lubricants, where its presence helps reduce viscosity and lower freezing points.
See also[]
References[]
- ^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–262, 8–106, 15–20, ISBN 978-0-8493-0594-8
- ^ Roddy, James W. (1981). "Distribution of ethanol-water mixtures to organic liquids". Ind. Eng. Chem. Proc. Des. Dev. 20 (1): 104–108. doi:10.1021/i200012a016.
- ^ McKetta, John J.; Cunningham, William Aaron (1994), Encyclopedia of Chemical Processing and Design, 47, Boca Raton, Florida: CRC Press, p. 117, ISBN 978-0-8247-2451-1, retrieved 2010-01-25
- Hexanols