Xi:Irritant;138508-61-9Relevant academic research and scientific papers
Preferential Cryatallization of 2-Amino-2-phenylethanol and Its Application as a Resolving Agent
Saigo, Kazuhiko,Miura, Hisao,Ishizaki, Kozi,Nohira, Hiroyuki
, p. 1188 - 1190 (1982)
(+/-)-2-Amino-2-phenylethanol (phenylglycinol) prepared from (+/-)-2-amino-2-phenylacetic acid (DL-phenylglycine) by lithium aluminium hydride reduction was efficiently resolved into a pair of optically active forms by preferential crystallization.The optically active amino alcohol was successfully applied as a basic resolving agent to the resolution of tartaric acid, 2-hydroxy-2-phenylpropionic acid, 2-hydroxy-3-phenylpropionic acid, 2-phenylpropionic acid, and 2-phenyl-2-ureidoacetic acid.
Determination of the side-products formed during the nitroxide-mediated bleach oxidation of glucose to glucaric acid
Ibert, Mathias,Marsais, Francis,Merbouh, Nabyl,Brückner, Christian
, p. 1059 - 1063 (2002)
The side products formed in the TEMPO-mediated oxidation of glucose to glucaric acid were determined by GC. Next to glucaric acid, gluconic acid, the intermediate in the oxidation, the degradation products, oxalic acid, tartronic acid, meso-(erythraric) a
Effects of grinding and humidification on the transformation of conglomerate to racemic compound in optically active drugs
Piyarom, Sujimon,Yonemochi, Etsuo,Oguchi, Toshio,Yamamoto, Keiji
, p. 384 - 389 (1997)
The effects of grinding and humidification on the transformation of conglomerate to racemic compound have been investigated by X-ray powder diffraction (XPD), differential scanning calorimetry (DSC) and infrared (IR) spectroscopy for leucine, norleucine, valine, serine, tartaric acid and malic acid. Racemic physical mixtures were prepared by physical mixing of equimolar quantities of D and L crystals using a mortar and pestle. Ground mixtures were obtained by grinding the physical mixtures with a vibrational mill. Humidification was performed by storing the physical mixtures and the ground mixtures in a desiccator containing saturated aqueous salt solutions at 40(o)C. When physical mixtures of malic acid, tartaric acid and serine were ground, the XPD peaks of the racemic compounds were observed. The XPD patterns of humidified physical mixtures of these compounds also showed the formation of the racemic compounds. This indicated that grinding or humidification of malic acid, tartaric acid and serine induced the transformation of conglomerate to racemic compound crystals. When, on the other hand, the physical mixtures of valine, leucine and norleucine were ground, peaks of racemic compounds were not detected in the XPD pattern. After humidification of the ground mixtures of valine, leucine and norleucine, however, the XPD peaks of racemic compounds were observed. DSC and IR studies revealed consistent results. We concluded that grinding or humidification of malic acid, tartaric acid and serine could induce the transformation of a conglomerate to racemic compound. In contrast, humidifying after grinding was needed to bring about the transformation in leucine, norleucine and valine.
Zwitterionic and anionic multinuclear pentacoordinate silicon(IV) complexes with bridging (R,R)-tartrato(4-) ligands and SiO5 skeletons: Synthesis and reactivity in aqueous solution
Theis, Bastian,Weiss, Joerg,Lippert, W. Peter,Bertermann, Ruediger,Burschka, Christian,Tacke, Reinhold
, p. 2202 - 2206 (2012)
Two nutrients in one molecule: A zwitterionic λ5Si, λ5Si′-disilicate (1) was synthesized and characterized. It contains ligands that exclusively derive from natural products ((R,R)-tartaric acid, choline). Hydrolysis of 1 yields 2, which shows a remarkable kinetic stability in water. Upon dissolution of 1 and 2 in water, the nutrients choline and orthosilicic acid are formed by hydrolysis Copyright
Improved preparative electrochemical oxidation of d-glucose to d-glucaric acid
Ibert, Mathias,Fuertès, Patrick,Merbouh, Nabyl,Fiol-Petit, Catherine,Feasson, Christian,Marsais, Francis
, p. 3589 - 3594 (2010)
The 2,2,6,6-tetramethyl-1-piperidinyloxy free radical (TEMPO) mediated electrochemical oxidation of d-glucose to d-glucaric acid on a synthetically useful scale is reported. Using TEMPO and a graphite felt anode combined with a stainless steel cathode, d-glucose was oxidized under different conditions (pH, temperature, co-oxidant), and the reaction outcomes were analyzed. Optimized conditions for such oxidation are provided along with few new interesting results unique to this reaction, such as the appearance of a novel triacid.
Selective oxidation of 5-keto-d-gluconate to l-(+)-tartaric acid on transition metal chelate catalyst
Yuan, Jianfeng,Wu, Mianbin,Lin, Jianping,Yang, Lirong
, p. 251 - 257 (2016)
The selective oxidation of 5-keto-d-gluconate (5-KGA) to l-(+)-tartaric acid (L-TA) was performed under mild conditions in an alkaline carbonate buffer, employing various transition metal catalysts. CuSO4·5H2O was found to be an efficient catalyst, providing a molar conversion rate and selectivity for L-TA of 74. 58% and 76.18%, respectively. Based on an analysis of the reaction process using UV-Vis spectroscopy, coordination number determination and functional group detection, a mechanism for the metal chelate catalytic oxidation of 5-KGA to L-TA is proposed, and this mechanism is shown to be completely different from that associated with catalysis by vanadate.
Structural insight into the catalytic mechanism of a cis-epoxysuccinate hydrolase producing enantiomerically pure d(-)-tartaric acid
Dong, Sheng,Liu, Xi,Cui, Gu-Zhen,Cui, Qiu,Wang, Xinquan,Feng, Yingang
, p. 8482 - 8485 (2018)
Crystal structure determination and mutagenesis analysis of a cis-epoxysuccinate hydrolase which produces enantiomerically pure d(-)-tartaric acids revealed a zinc ion and essential residues in the stereoselective mechanism for the catalytic reaction of the small mirror symmetric substrate.
Using indicator-displacement assays in test strips and to follow reaction kinetics
Nguyen, Binh T.,Wiskur, Sheryl L.,Anslyn, Eric V.
, p. 2499 - 2501 (2004)
(Matrix Presented) An indicator-displacement assay was used to study the kinetics of reactions that produce tartrate. The same assay was also found to be useful in developing tartrate test strips, by coating filter paper with the same receptor and indicator.
Efficient Catalysts for the Green Synthesis of Adipic Acid from Biomass
Deng, Weiping,Yan, Longfei,Wang, Binju,Zhang, Qihui,Song, Haiyan,Wang, Shanshan,Zhang, Qinghong,Wang, Ye
supporting information, p. 4712 - 4719 (2021/01/20)
Green synthesis of adipic acid from renewable biomass is a very attractive goal of sustainable chemistry. Herein, we report efficient catalysts for a two-step transformation of cellulose-derived glucose into adipic acid via glucaric acid. Carbon nanotube-supported platinum nanoparticles are found to work efficiently for the oxidation of glucose to glucaric acid. An activated carbon-supported bifunctional catalyst composed of rhenium oxide and palladium is discovered to be powerful for the removal of four hydroxyl groups in glucaric acid, affording adipic acid with a 99 % yield. Rhenium oxide functions for the deoxygenation but is less efficient for four hydroxyl group removal. The co-presence of palladium not only catalyzes the hydrogenation of olefin intermediates but also synergistically facilitates the deoxygenation. This work presents a green route for adipic acid synthesis and offers a bifunctional-catalysis strategy for efficient deoxygenation.
A cobalt-substituted Keggin-Type polyoxometalate for catalysis of oxidative aromatic cracking reactions in water
Hong, Dachao,Kitagawa, Yasutaka,Kon, Yoshihiro,Shimoyama, Yoshihiro,Tamura, Satoru
, p. 8042 - 8048 (2020/12/28)
Efficient detoxification of harmful benzene rings into useful carboxylic acids in water is indispensable for achieving a clean water environment. We report herein that oxidative aromatic cracking (OAC) reactions in water were achieved using a catalytic system with a cobalt-substituted Keggin-Type polyoxometalate (Co-POM) as a catalyst, an Oxone monopersulfate compound as a sacrificial oxidant and sodium bicarbonate as an additive under mild conditions. Sodium bicarbonate plays a crucial role in the selective OAC reactions by Co-POM using ethylbenzenesulfonate as a model substrate. The reactive species was characterized to be a cobalt(iii)-oxyl species based on 31P NMR, UV-vis spectroscopic, kinetic, and theoretical analyses. The electrophilicity of the cobalt(iii)-oxyl species was demonstrated by a linear relationship with a negative slope in the Hammett plots of initial rates obtained from the OAC reactions of m-xylenesulfonate derivatives. Besides, we have verified the degradation pathway of the OAC reactions using benzene as a model substrate in the catalytic system. The degradation was initiated by an electrophilic attack of the cobalt(iii)-oxyl species on benzene to yield phenol followed by producing catechol, muconic acid, maleic/fumaric acid, tartaric acid derivatives and formic acid on the basis of 1H NMR spectroscopic analysis.
