2-Ethyl-1-butanol

2-Ethyl-1-butanol^[1]

Names
IUPAC name 2-Ethylbutan-1-ol[2]
Identifiers
CAS Number	97-95-0
Beilstein Reference	1731254
ChemSpider	7080
EC Number	202-621-4
Jmol interactive 3D	Image
PubChem	7358
RTECS number	EL3850000
UNII	28002VFS3H
UN number	2275
InChI InChI=1S/C6H14O/c1-3-6(4-2)5-7/h6-7H,3-5H2,1-2H3 Key: TZYRSLHNPKPEFV-UHFFFAOYSA-N
SMILES CCC(CC)CO
Properties
Chemical formula	C6H14O
Molar mass	102.18 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
Solubility in water	10 g L^−1
Vapor pressure	206 Pa
Refractive index (nD)	1.422
Thermochemistry
Specific heat capacity (C)	246.65 J K^−1 mol^−1
Hazards
GHS pictograms
GHS signal word	WARNING
GHS hazard statements	H302, H312
GHS precautionary statements	P280
EU classification (DSD)	Xn
R-phrases	R21/22
S-phrases	(S2), S36
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	Isopentane 2-Methylpentane 3-Methylpentane 3-Ethylpentane 2-Methylhexane 3-Methylhexane Valnoctamide
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) 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.^[3]

Reactions

2-Ethyl-1-butanol is manufactured industrially by the aldol condensation of acetaldehyde and butyraldehyde.^[4]

References

1. Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, FL: CRC Press, pp. 3–262, 8–106, 15–20, ISBN 0-8493-0594-2
2. "2-ethyl-1-butanol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 28 January 2012.
3. Roddy, James W. (1981). "Distribution of ethanol-water mixtures to organic liquids". Ind. Eng. Chem. Proc. Des. Dev. (American Chemical Society) 20 (1): 104–108. doi:10.1021/i200012a016.
4. McKetta, John J.; Cunningham, William Aaron (1994), Encyclopedia of Chemical Processing and Design 47, Boca Raton, FL: CRC Press, p. 117, ISBN 978-0-8247-2451-1, retrieved 2010-01-25