1,2,4-Butanetriol

changed changed 477202569 1,2,4-Butanetriol.png 1,2,4-Butanetriol-3D-balls.png C=black, H=white, O=red 1,2,4,-Butanetriol molecule Butane-1,2,4-triol 1,2,4-Butanetriol1,2,4-TrihydroxybutaneTriol 1242-Deoxyerthritol correct chemspider 17287 OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYAQ correct chemspider 1S/C4H10O3/c5-2-1-4(7)3-6/h4-7H,1-3H2 correct chemspider ARXKVVRQIIOZGF-UHFFFAOYSA-N correct CAS 3068-00-6 correct FDA NK798C370H 221-323-5 18302 OCC(O)CCO 1/C4H10O3/c5-2-1-4(7)3-6/h4-7H,1-3H2 EK7176000 correct EBI 88063 1356759 correct kegg 4 10 3 1.19 190 to 191 18 torr 2 1 0 - Warning 07 315 319 335 261 264 271 280 302+352 304+340 305+351+338 312 321 332+313 337+313 362 403+233 405 501 112 1,2,4-Butanetriol is an organic compound with the formula HOCH2CH(OH)CH2CH2OH. It is an colorless, odorless, hygroscopic, oily liquid. Containing three alcohol groups, it is classified as a polyol, similar to glycerol and erythritol. It is chiral.Lichtenthaler Frieder W. Ullmann's Encyclopedia of Industrial Chemistry Carbohydrates as Organic Raw Materials 2010 10.1002/14356007.n05_n07 978-3-527-30673-2 Uses 1,2,4-Butanetriol is used in production of alkyd resins. It is also a precursor to butanetriol trinitrate (BTTN), an important component of US military rocket motor solid fuel. As of 2014, it was commercially produced by a single Chinese company.https://es.ndu.edu/Portals/75/Documents/industry-study/reports/2014/es-is-report-weapons-2014.pdf Industry Study Final Report - Weapons Industry 2014 December 7, 2025 10 October 9, 2022 https://ghostarchive.org/archive/20221009/https://es.ndu.edu/Portals/75/Documents/industry-study/reports/2014/es-is-report-weapons-2014.pdf dead 1,2,4-Butanetriol is also used as a precursor for two cholesterol-lowering drugs, Crestor and Zetia, which are derived from D-3,4-dihydroxybutanoic acid, by using 3-hydroxy-gamma-butyrolactone as a chiral synthonNiu Wei Molefe Mapitso N. Frost J. W. Microbial Synthesis of the Energetic Material Precursor 1,2,4-Butanetriol Journal of the American Chemical Society 125 43 2003 12998–12999 0002-7863 10.1021/ja036391+ 14570452 2003JAChS.12512998N http://www.frostchemlab.com/biosynthetic-pathways.htm Biosynthetic Pathways 24 November 2010 https://web.archive.org/web/20110626224831/http://www.frostchemlab.com/biosynthetic-pathways.htm 2011-06-26 dead It is used as one of the monomers for manufacture of some polyesters and as a solvent. Preparation 1,2,4-Butanetriol can be prepared synthetically by several methods, such as hydroformylation of glycidol and subsequent reduction of the product. It can also be prepared by reduction of malic acid esters with sodium borohydride.Chemical & Engineering News May 31, 2004 82 22 31–34 Stephen K. Ritter Biomass or Bust http://pubsapp.acs.org/email/cen/html/060804150713.html The oxidation of butynediol with mercuric oxide followed by reduction of the resulting ketone.121 The Ageless Gergel Max G. Gergel https://library.sciencemadness.org/library/books/the_ageless_gergel.pdf Genetically engineered bacteria produce these triols in enantiopure form. Pseudomonas fragi converts D-xylose to D-xylonic acid, which is decarboxylated by a strain of Escherichia coli to D-triol. Similarly, D-arabinose is converted to D-arabinonic acid, which is converted to the L-triol.10.1021/ja036391+ 14570452 2003 Niu W. Molefe M. N. Frost J. W. Microbial synthesis of the energetic material precursor 1,2,4-butanetriol Journal of the American Chemical Society 125 43 12998–12999 10.1186/s13068-020-01744-6 free Engineering Microbial Pathways for Production of Bio-based Chemicals from Lignocellulosic Sugars: Current Status and Perspectives 2020 Francois Jean Marie Alkim Ceren Morin Nicolas Biotechnology for Biofuels 13 1 118 32670405 7341569 2020BB.....13..118F References Category:Triols Category:Monomers Category:Alcohol solvents