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Chemical compound From Wikipedia, the free encyclopedia
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 forms an azeotrope that otherwise limits the maximum ethanol concentration.[2]
Names | |
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Preferred IUPAC name
2-Ethylbutan-1-ol | |
Other names
2-Ethyl-1-butanol | |
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) |
1.422 |
Thermochemistry | |
Heat capacity (C) |
246.65 J K−1 mol−1 |
Hazards | |
GHS labelling: | |
Warning | |
H302, H312 | |
P280 | |
Flash point | 58 °C (136 °F; 331 K) |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
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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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.
The branching in 2-ethyl-1-butanol makes it harder to crystallize 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.
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