2-Methyl-1-butanol

From Wikipedia, the free encyclopedia

2-Methyl-1-butanol^[1]^[2]

IUPAC name 2-Methyl-1-butanol
Other names 2-Methylbutan-1-ol, active amyl alcohol
Identifiers
CAS number	137-32-6^Y
PubChem	8723
ChemSpider	8398^Y
UNII	7VTJ239ASU^Y
ChEBI	CHEBI:48945^Y
ChEMBL	CHEMBL451923^Y
Jmol-3D images	Image 1
SMILES OCC(C)CC
InChI InChI=1S/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3^Y Key: QPRQEDXDYOZYLA-UHFFFAOYSA-N^Y InChI=1/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3 Key: QPRQEDXDYOZYLA-UHFFFAOYAW
Properties
Molecular formula	C₅H₁₂O
Molar mass	88.148 g/mol
Appearance	colorless liquid
Density	0.8152 g/cm³
Melting point	−117.2 °C; −179.0 °F; 156.0 K
Boiling point	127.5 °C; 261.5 °F; 400.6 K
Solubility in water	31 g/L
Solubility	miscible with ethanol, diethyl ether; very soluble in acetone
Vapor pressure	3 mm Hg
Viscosity	4.453 mPa·s
Thermochemistry
Std enthalpy of formation Δ_fH^o₂₉₈	-356.6 kJ·mol^-1 (liquid) -301.4 kJ·mol^-1 (gas)
Hazards
Autoignition temperature	385 °C; 725 °F; 658 K
Related compounds
Related compounds	Amyl alcohol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

2-Methyl-1-butanol (IUPAC name, also called active amyl alcohol) is an organic chemical compound.

It is one of the components of the aroma of Tuber melanosporum, the black truffle.

Uses

It is used as a solvent and an intermediate in the manufacture of other chemicals. 2-Methyl-1-butanol is a component of many mixtures of amyl alcohols sold industrially.

Reactions

2-Methyl-1-butanol can be derived from fusel oil (because it occurs naturally in fruits such as grapes^[3]) or manufactured by either the oxo process or via the halogenation of pentane.^[2]

References

↑ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, FL: CRC Press, pp. 3–374, 5–42, 6–188, 8–102, 16–22, ISBN 0-8493-0594-2
↑ 2.0 2.1 McKetta, John J.; Cunningham, William Aaron (1977), Encyclopedia of Chemical Processing and Design 3, Boca Raton, FL: CRC Press, pp. 279–280, ISBN 978-0-8247-2480-1, retrieved 2009-12-14
↑ Howard, Philip H. (1993), Handbook of Environmental Fate and Exposure Data for Organic Chemicals 4, Boca Raton, FL: CRC Press, pp. 392–396, ISBN 978-0-87371-413-6, retrieved 2009-12-14

v t e Alcohols

Straight-chain primary alcohols (1°)	Methanol (C 1) Ethanol (C 2) 1-Propanol (C 3) n-Butanol (C 4) 1-Pentanol (C 5) 1-Hexanol (C 6) 1-Heptanol (C 7) 1-Octanol (C 8) 1-Nonanol (C 9) 1-Decanol (C 10) Undecanol (C 11) Dodecanol (C 12) Tridecan-1-ol (C 13) 1-Tetradecanol (C 14) Pentadecan-1-ol (C 15) Cetyl alcohol (C 16) Heptadecan-1-ol (C 17) Stearyl alcohol (C 18) Nonadecan-1-ol (C 19) Arachidyl alcohol (C 20) Heneicosan-1-ol (C 21) Docosanol (C 22) Tricosan-1-ol (C 23) 1-Tetracosanol (C 24) Pentacosan-1-ol (C 25) 1-Hexacosanol (C 26) 1-Heptacosanol (C 27) 1-Octacosanol (C 28) 1-Nonacosanol (C 29) Triacontanol (C 30) Policosanol

Other primary alcohols	Isobutanol (C 4) Isoamyl alcohol (C 5)

Secondary alcohols (2°)	Isopropanol (C 3) 2-Butanol (C 4) 2-Pentanol (C 5) 2-Hexanol (C 6) 2-Heptanol (C 7) 2-Methyl-1-butanol (C 5) Cyclohexanol (C 6)

Tertiary alcohols (3°)	tert-Butyl alcohol (C 4) tert-Amyl alcohol (C 5) 2-Methyl-2-pentanol (C 6) 2-Methylhexan-2-ol (C 7) 2-Methylheptan-2-ol (C 8) 3-Methyl-3-pentanol (C 6) 3-Methyloctan-3-ol (C 9)

Biochemical families: carbohydrates alcohols glycoproteins glycosides lipids eicosanoids fatty acids / intermediates phospholipids sphingolipids steroids nucleic acids constituents / intermediates proteins Amino acids / intermediates tetrapyrroles / intermediates

This article is issued from Wikipedia. The text is available under the Creative Commons Attribution/Share Alike; additional terms may apply for the media files.

2-Methyl-1-butanol

Uses

Reactions

See also

References