2-Methyl-1-butanol

changed 477213957 2-Methyl-1-butanol correct ?? 2-Methyl-1-butanol.svg skin-invert 200px 2-Methylbutan-1-ol 2-Methyl-1-butanolActive amyl alcohol Lide David R. 1998 Handbook of Chemistry and Physics 87 Boca Raton, Florida CRC Press 0-8493-0594-2 3–374, 5–42, 6–188, 8–102, 16–22 McKetta John J. Cunningham William Aaron 1977 Encyclopedia of Chemical Processing and Design 3 Boca Raton, Florida CRC Press 978-0-8247-2480-1 279–280 https://books.google.com/books?id=iwSU5G5VzO0C&pg=PA279 2009-12-14 correct chemspider 8398 1/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3 QPRQEDXDYOZYLA-UHFFFAOYAW correct EBI 48945 correct FDA 7VTJ239ASU OCC(C)CC correct EBI 451923 correct chemspider 1S/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3 correct chemspider QPRQEDXDYOZYLA-UHFFFAOYSA-N 137-32-6 correct CAS 1565-80-6 (S) 8723 C5H12O 88.148 g/mol colorless liquid 0.8152 g/cm3 31 g/L organic solvents -117.2 127.5 4.453 mPa·s 3 mm Hg −356.6 kJ·mol−1 (liquid) −301.4 kJ·mol−1 (gas) 385 Amyl alcohol 2-Methyl-1-butanol (IUPAC name, also called active amyl alcohol) is an organic compound with the formula CH3CH2CH(CH3)CH2OH. It is one of several isomers of amyl alcohol. This colorless liquid occurs naturally in trace amounts and has attracted some attention as a potential biofuel, exploiting its hydrophobic (gasoline-like) and branched structure. It is chiral.10.1002/1521-3773(20011203)40:23<4422::AID-ANIE4422>3.0.CO;2-G Enantioseparation of Racemic Organic Molecules by a Zeolite Analogue 2001 Xiong Ren-Gen You Xiao-Zeng Abrahams Brendan F. Xue Ziling Che Chi-Ming Angewandte Chemie International Edition 40 23 4422–4425 12404434 Occurrence 2-Methyl-1-butanol is a component of many mixtures of commercial amyl alcohols. 2M1B also occurs naturally. For example, fusel alcohols like 2M1B are grain fermentation byproducts, and therefore trace amounts of 2M1B are present in many alcoholic beverages. Also, it is one of the many components of the aroma of various fungi and fruit, e.g., the summer truffle, tomato,10.1021/jf00076a025 Fresh tomato aroma volatiles: A quantitative study 1987 Buttery Ron G. Teranishi Roy Ling Louisa C. Journal of Agricultural and Food Chemistry 35 4 540–544 and cantaloupe.10.1016/j.chroma.2003.08.016 Truffle Aroma Characterization by Headspace solid-phase microextraction 2003 Dı́Az P. Ibáñez E. Señoráns F.J Reglero G. Journal of Chromatography A 1017 1–2 207–214 1458470510.1021/jf0005768 Identification of Volatile Compounds in Cantaloupe at Various Developmental Stages Using Solid Phase Microextraction 2001 Beaulieu John C. Grimm Casey C. Journal of Agricultural and Food Chemistry 49 3 1345–1352 11312862 Production and reactions 2-Methyl-1-butanol has been produced from glucose by genetically modified E. coli. 2-Keto-3-methylvalerate, a precursor to threonine, is converted to the target alcohol by the sequential action of 2-keto acid decarboxylase and dehydrogenase.10.1038/nature06450 Non-Fermentative Pathways for Synthesis of Branched-Chain Higher Alcohols as Biofuels 2008 Atsumi Shota Hanai Taizo Liao James C. Nature 451 7174 86–89 18172501 2008Natur.451...86A 4413113 It can be derived from fusel oil (because it occurs naturally in fruits such as grapes Howard Philip H. 1993 Handbook of Environmental Fate and Exposure Data for Organic Chemicals 4 Boca Raton, Florida CRC Press 978-0-87371-413-6 392–396 https://books.google.com/books?id=HdhohbQrg8IC&pg=PA392 2009-12-14) or manufactured by either the oxo process or via the halogenation of pentane. See also 2-Methyl-2-butanol References Category:Alcohol solvents Category:Primary alcohols Category:Pentanols