109-60-4Relevant articles and documents
Transacylation. Biomimetic synthesis of esters of acetic acid
Devedjiev, Ivan T.,Ganev, Vesselin G.
, p. 350 - 352 (2006)
By mixing of β-hydroxypropyl phosphate and acetic acid in ethanol solution, ethyl acetate is produced. As found, acetyl phosphate is first formed, then it reacts with the solvent to give the final ethyl acetate product. By similar procedures, acetates of methanol, n-propanol, and n-butanol are also produced. Propylene oxide serves as a condensing agent.
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Glukhovtsev,Nikishin
, (1976)
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Ignatenko
, p. 219 (1973)
Heterogeneous 1H and 13C Parahydrogen-Induced Polarization of Acetate and Pyruvate Esters
Salnikov, Oleg G.,Chukanov, Nikita V.,Kovtunova, Larisa M.,Bukhtiyarov, Valerii I.,Kovtunov, Kirill V.,Shchepin, Roman V.,Koptyug, Igor V.,Chekmenev, Eduard Y.
, p. 1389 - 1396 (2021)
Magnetic resonance imaging of [1-13C]hyperpolarized carboxylates (most notably, [1-13C]pyruvate) allows one to visualize abnormal metabolism in tumors and other pathologies. Herein, we investigate the efficiency of 1H and 13C hyperpolarization of acetate and pyruvate esters with ethyl, propyl and allyl alcoholic moieties using heterogeneous hydrogenation of corresponding vinyl, allyl and propargyl precursors in isotopically unlabeled and 1-13C-enriched forms with parahydrogen over Rh/TiO2 catalysts in methanol-d4 and in D2O. The maximum obtained 1H polarization was 0.6±0.2 % (for propyl acetate in CD3OD), while the highest 13C polarization was 0.10±0.03 % (for ethyl acetate in CD3OD). Hyperpolarization of acetate esters surpassed that of pyruvates, while esters with a triple carbon-carbon bond in unsaturated alcoholic moiety were less efficient as parahydrogen-induced polarization precursors than esters with a double bond. Among the compounds studied, the maximum 1H and 13C NMR signal intensities were observed for propyl acetate. Ethyl acetate yielded slightly less intense NMR signals which were dramatically greater than those of other esters under study.
Heteropolyacid encapsulated in Cu3(BTC)2 nanocrystals: An effective esterification catalyst
Wee, Lik H.,Janssens, Nikki,Bajpe, Sneha R.,Kirschhock, Christine E.A.,Martens, Johan A.
, p. 275 - 280 (2011)
An original synthesis approach to prepare Cu3(BTC)2 (BTC = benzene tricarboxylic acid) encapsulated Keggin phosphotungstic acid (HPW) [HPW/Cu3(BTC)2] involving mixing of reagents at room temperature, quenching in liquid nitrogen and freeze drying has resulted in the formation of nanocrystals. The catalytic properties of the as-synthesized nanocrystalline materials were assessed using a model esterification reaction of acetic acid with 1-propanol. HPW/Cu3(BTC)2 catalyst is partially dissolved in presence of acetic acid. In the esterification reaction the molar ratio of acetic acid to 1-propanol is critical. At high molar ratio of acetic acid to 1-propanol (1:2) leaching of Cu2+ and HPW was observed. However, at low molar ratio of acetic acid to 1-propanol (1:40) leaching of Cu2+ and HPW could be prevented and the catalyst was stable. Nanosized HPW/Cu3(BTC)2 showed higher catalytic activity compared to micron-size Cu3(BTC)2 (HKUST-1), ultrastable Y zeolite and micron-sized HPW/Cu3(BTC)2 catalysts. The stability of the nanosized MOF catalyst in acidic reaction medium after esterification reaction was investigated by powder X-ray diffraction (PXRD), scanning electron microscope (SEM) and N2 adsorption.
Base-Catalyzed Solvolysis of 1,1,1-Trihaloacetones in the Presence of Ammonia Buffer. Analogy with Substitution at Silicon and Tin
Stanczyk, W.,Chmielecka, J.,Chojnowski, J.
, p. 3757 - 3759 (1982)
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Supported heteropolyacids: Sytnhesis, characterization and effect of supports on esterification reactions
Brahmkhatri,Patel
, p. 380 - 384 (2010)
12-Tungstophosphoric acid supported onto silica was synthesized by impregnation. The supports and synthesized catalysts were characterized for chemical stability, ion exchange capacity, thermogravimetric analysis, differential scanning calorimetry, FT-IR, and BET surface area. The catalytic activity was evaluated for liquid phase esterification reactions. The catalyst was regenerated and reused. The best catalyst was cal- cined at different temperatures and its catalytic activity was also evaluated for esterification reactions under optimized conditions. Further, obtained results are compared with l2-tungstophosphoric acid supported onto zirconia in order to see effect of acidic nature of support on catalytic activity as well as thermal stability of the catalyst. Pleiades Publishing, Ltd., 2010.
Synthesis, Characterisation, and Determination of Physical Properties of New Two-Protonic Acid Ionic Liquid and its Catalytic Application in the Esterification
Shahnavaz, Zohreh,Zaharani, Lia,Khaligh, Nader Ghaffari,Mihankhah, Taraneh,Johan, Mohd Rafie
, p. 165 - 172 (2020/10/26)
A new ionic liquid was synthesised, and its chemical structure was elucidated by FT-IR, 1D NMR, 2D NMR, and mass analyses. Some physical properties, thermal behaviour, and thermal stability of this ionic liquid were investigated. The formation of a two-protonic acid salt namely 4,4′-trimethylene-N,N′-dipiperidinium sulfate instead of 4,4′-trimethylene-N,N′-dipiperidinium hydrogensulfate was evidenced by NMR analyses. The catalytic activity of this ionic liquid was demonstrated in the esterification reaction of n-butanol and glacial acetic acid under different conditions. The desired acetate was obtained in 62-88 % yield without using a Dean-Stark apparatus under optimal conditions of 10 mol-% of the ionic liquid, an alcohol to glacial acetic acid mole ratio of 1.3: 1.0, a temperature of 75-100°C, and a reaction time of 4 h. α-Tocopherol (α-TCP), a highly efficient form of vitamin E, was also treated with glacial acetic acid in the presence of the ionic liquid, and O-acetyl-α-tocopherol (Ac-TCP) was obtained in 88.4 % yield. The separation of esters was conducted during workup without the utilisation of high-cost column chromatography. The residue and ionic liquid were used in subsequent runs after the extraction of desired products. The ionic liquid exhibited high catalytic activity even after five runs with no significant change in its chemical structure and catalytic efficiency.
Oxidation of Propane: Influence of the Nature of Catalyst, Cocatalyst, and Coreductant
Chepaikin, E. G.,Menchikova, G. N.,Pomogailo, S. I.
, p. 781 - 786 (2021/08/03)
Abstract: Variation of the nature of the components of the catalytic systems comprisinga catalyst [Pd/C, Pd(α,α-bipy)Cl2,RhCl3] and a cocatalyst(FeSO4, CuSO4), as well as acoreductant (H2, CO), allows exerting some control overthe selectivity of the process of propane oxidation with oxygen. In particular,the yield of carbonyl compounds such as acetone and propanal in the presence ofthe Pd/C–FeSO4–H2catalytic systemreached 90%, and that of propyl esters in the presence ofRhCl3–CuSO4–CO catalyticsystem was 64.5%. These differences are supposedly attributable to the changesin the process mechanism depending on the composition of the catalyticsystems. [Figure not available: see fulltext.]
Alcohol-Activated Vanadium-Containing Polyoxometalate Complexes in Homogeneous Glucose Oxidation Identified with 51V-NMR and EPR Spectroscopy
Wesinger, Stefanie,Mendt, Matthias,Albert, Jakob
, p. 3662 - 3670 (2021/06/18)
Alcoholic solvents, especially methanol, show an activating affect for heteropolyacids in homogenously catalysed glucose transformation reactions. In detail, they manipulate the polyoxometalate-based catalyst in a way that thermodynamically favoured total oxidation to CO2 can be completely supressed. This allows a nearly 100 % carbon efficiency in the transformation reaction of glucose to methyl formate in methanolic solution at mild reaction conditions of 90 °C and 20 bar oxygen pressure. By using powerful spectroscopic tools like 51V-NMR and continuous wave EPR we could unambiguously prove that the vanadate-methanol-complex[VO(OMe)3]n is responsible for the selectivity shift in methanolic solution compared to the aqueous reference system.