2443-40-5Relevant academic research and scientific papers
Synthesis of α,β- and β-Unsaturated Acids and Hydroxy Acids by Tandem Oxidation, Epoxidation, and Hydrolysis/Hydrogenation of Bioethanol Derivatives
Faria, Jimmy,Komarneni, Mallik R.,Li, Gengnan,Pham, Tu,Resasco, Daniel E.,Ruiz, Maria P.,Santhanaraj, Daniel
, p. 7456 - 7460 (2020)
We report a reaction platform for the synthesis of three different high-value specialty chemical building blocks starting from bio-ethanol, which might have an important impact in the implementation of biorefineries. First, oxidative dehydrogenation of ethanol to acetaldehyde generates an aldehyde-containing stream active for the production of C4 aldehydes via base-catalyzed aldol-condensation. Then, the resulting C4 adduct is selectively converted into crotonic acid via catalytic aerobic oxidation (62 % yield). Using a sequential epoxidation and hydrogenation of crotonic acid leads to 29 % yield of β-hydroxy acid (3-hydroxybutanoic acid). By controlling the pH of the reaction media, it is possible to hydrolyze the oxirane moiety leading to 21 % yield of α,β-dihydroxy acid (2,3-dihydroxybutanoic acid). Crotonic acid, 3-hydroxybutanoic acid, and 2,3-dihydroxybutanoic acid are archetypal specialty chemicals used in the synthesis of polyvinyl-co-unsaturated acids resins, pharmaceutics, and bio-degradable/ -compatible polymers, respectively.
Homogeneous Aqueous Oxidation of Organic Molecules by OxoneR and Catalysis by a Water-Soluble Manganese Porphyrin Complex
Zheng, Tu-Cai,Richardson, David E.
, p. 833 - 836 (2007/10/02)
Peroxymonosulfate (KHSO5) oxidizes a wide variety of water-soluble organic molecules in aqueous solutions, and the reactions are generally more rapid in phosphate buffer (pH 6-7) than in pure water.A water-soluble porphyrin complex, meso-tetrakis(4-N-methylpyridyl)porphyrinatomanganese(III) chloride, catalyzes epoxidation and hydroxylation under neutral pH conditions.
