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 synthon[1][2] It is used as one of the monomers for manufacture of some polyesters and as a solvent.
^Niu, Wei; Molefe, Mapitso N.; Frost, J. W. (2003). "Microbial Synthesis of the Energetic Material Precursor 1,2,4-Butanetriol". Journal of the American Chemical Society. 125 (43): 12998–12999. doi:10.1021/ja036391+. ISSN 0002-7863. PMID 14570452.
^. Archived from the original on 2011-06-26. Retrieved 24 November 2010.
^Ritter, Stephen K. (May 31, 2004). "Biomass or Bust". Chemical & Engineering News. p. 31-34.
^Gilbert, Meghan (February 12, 2004). "Propelling Research". The State News. from the original on 2004-08-22.
August 31, 2023
butanetriol, clear, slightly, yellow, odorless, hygroscopic, flammable, viscous, liquid, alcohol, with, three, hydrophilic, alcoholic, hydroxyl, groups, similar, glycerol, erythritol, chiral, with, possible, enantiomers, namespreferred, iupac, name, butane, tr. 1 2 4 Butanetriol is a clear or slightly yellow odorless hygroscopic flammable viscous liquid It is an alcohol with three hydrophilic alcoholic hydroxyl groups It is similar to glycerol and erythritol It is chiral with two possible enantiomers 1 2 4 Butanetriol NamesPreferred IUPAC name Butane 1 2 4 triolOther names 1 2 4 Butanetriol1 2 4 TrihydroxybutaneTriol 1242 DeoxyerthritolIdentifiersCAS Number 3068 00 6 Y3D model JSmol Interactive imageInteractive imageChEBI CHEBI 88063 YChEMBL ChEMBL1356759ChemSpider 17287 YECHA InfoCard 100 019 385EC Number 221 323 5PubChem CID 18302RTECS number EK7176000UNII NK798C370H YCompTox Dashboard EPA DTXSID8044416InChI InChI 1S C4H10O3 c5 2 1 4 7 3 6 h4 7H 1 3H2 YKey ARXKVVRQIIOZGF UHFFFAOYSA N YInChI 1 C4H10O3 c5 2 1 4 7 3 6 h4 7H 1 3H2Key ARXKVVRQIIOZGF UHFFFAOYAQSMILES OCC O CCOOCCC O COPropertiesChemical formula C 4H 10O 3Molar mass 106 121 g mol 1Density 1 19Boiling point 190 to 191 C 374 to 376 F 463 to 464 K 18 torrHazardsGHS labelling PictogramsSignal word WarningHazard statements H315 H319 H335Precautionary statements P261 P264 P271 P280 P302 P352 P304 P340 P305 P351 P338 P312 P321 P332 P313 P337 P313 P362 P403 P233 P405 P501NFPA 704 fire diamond 210Flash point 112 C 234 F 385 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references 1 2 4 Butanetriol is used in the manufacture of butanetriol trinitrate BTTN an important military propellant 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 synthon 1 2 It is used as one of the monomers for manufacture of some polyesters and as a solvent 1 2 4 Butanetriol can be prepared synthetically by several different methods such as hydroformylation of glycidol and subsequent reduction of the product sodium borohydride reduction of esterified malic acid or catalytic hydrogenation of malic acid 3 However of an increasing importance is the biotechnological synthesis using genetically engineered Escherichia coli and Pseudomonas fragi bacteria 4 References Edit Niu Wei Molefe Mapitso N Frost J W 2003 Microbial Synthesis of the Energetic Material Precursor 1 2 4 Butanetriol Journal of the American Chemical Society 125 43 12998 12999 doi 10 1021 ja036391 ISSN 0002 7863 PMID 14570452 Biosynthetic Pathways Archived from the original on 2011 06 26 Retrieved 24 November 2010 Ritter Stephen K May 31 2004 Biomass or Bust Chemical amp Engineering News p 31 34 Gilbert Meghan February 12 2004 Propelling Research The State News Archived from the original on 2004 08 22 Retrieved from https en wikipedia org w index php title 1 2 4 Butanetriol amp oldid 1136450491, wikipedia, wiki, book, books, library,
