778-28-9Relevant articles and documents
Identification of organophosphorus simulants for the development of next-generation detection technologies
Ellaby, Rebecca J.,Clark, Ewan R.,Allen, Nyasha,Taylor, Faith R.,Ng, Kendrick K. L.,Dimitrovski, Milan,Chu, Dominique F.,Mulvihill, Daniel P.,Hiscock, Jennifer R.
, p. 2008 - 2014 (2021/03/16)
Organophosphorus (OP) chemical warfare agents (CWAs) represent an ongoing threat but the understandable widespread prohibition of their use places limitations on the development of technologies to counter the effects of any OP CWA release. Herein, we describe new, accessible methods for the identification of appropriate molecular simulants to mimic the hydrogen bond accepting capacity of the PO moiety, common to every member of this class of CWAs. Using the predictive methodologies developed herein, we have identified OP CWA hydrogen bond acceptor simulants for soman and sarin. It is hoped that the effective use of these physical property specific simulants will aid future countermeasure developments.
Combinatorial discovery of thermoresponsive cycloammonium ionic liquids
Chu, Yen-Ho,Hwang, Chun-Chieh,Chen, Chien-Yuan,Tseng, Min-Jen
, p. 11855 - 11858 (2020/10/13)
This work demonstrated, for the first time, the combinatorial discovery and rational identification of small-molecule cycloammonium-based thermoresponsive ionic liquids that exhibit LCST phase transition and carry attractiveTcvalues in water.
Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent
Deruer, Elsa,Hamel, Vincent,Blais, Samuel,Canesi, Sylvain
supporting information, p. 1203 - 1207 (2018/06/04)
An alternative method for forming sulfonates through hypervalent iodine(III) reagent-mediated oxidation of sodium sulfinates has been developed. This transformation involves trapping reactive sulfonium species using alcohols. With additional optimization of the reaction conditions, the method appears extendable to other nucleophiles such as electron-rich aromatic systems or cyclic ethers through a ring opening pathway.
Ionic liquid brush as an efficient and reusable heterogeneous catalytic assembly for the tosylation of phenols and alcohols in neat water
Feng, Simin,Li, Jing,Wei, Junfa
supporting information, p. 4743 - 4746 (2017/07/12)
A very efficient and reusable heterogeneous ionic liquid brush assembly was developed. The catalyst exhibits high catalytic activity for the tosylation of phenols and alcohols in neat water. Moreover, the catalyst shows outstanding stability and reusability, and it can be simply and effectively recovered and reused five times without noticeable loss of catalytic activity.
An efficient practical tosylation of phenols, amines, and alcohols employing mild reagent [DMAPTs]+Cl?
Dhonthulachitty, Chiranjeevi,Kothakapu, Sridhar Reddy,Neella, Chandra Kiran
supporting information, p. 4620 - 4623 (2016/09/23)
Efficient exploration of [DMAPTs]+Cl?for base free and chromatography free preparation of sulfonate esters from phenols and alcohols and sulfonamides from amines was achieved in excellent yields. Majority of the phenols irrespective of their substituents electronic nature underwent tosylation nearly at same reaction rate with an average yield of 95%. For amines, ring activating substituents favors rapid sulfonylation while the ring deactivating substituents relatively lowers the rate of tosylation. Furthermore the reagent was employed for Chemoselective sulfonylation as well as solvent free tosylation of phenols and amines.
New process for the production of alkyltosylate from alcohol and para-toluene sulfonic acid
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Paragraph 0030; 0031, (2016/12/16)
The present invention relates to a new method for producing an alkyltosylate derivative which plays an important role in transforming a hydroxy group of alcohol into other usage intermediate in a process of synthesizing core intermediates in a fine chemical field such as medicines, agricultural chemicals, dyes, electronic materials, etc. The present invention, as compared with previous technologies which has a long preprocess time for acquiring a catalyst to activate para-toluene sulfonic acid and needs an intense reaction condition in spite of using the catalyst, provides the new method for producing the alkyltosylate derivative having a characteristic of activating the para-toluene sulfonic acid under a warm condition equal to or lower than 25anddeg;C by making the para-toluene sulfonic acid react with the bis(trichloromethyl)carbonate, tribasic potassium phosphate and triethylamine with an amount of catalyst, and then making the para-toluene sulfonic acid react with alcohol, thereby contributing greatly to related industries such as dyes, agricultural chemicals, medicines, electronic materials, etc.COPYRIGHT KIPO 2015
A method for the production of sulfate or sulfonate esters
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Paragraph 0038, (2015/03/31)
The present invention relates to method for the production of sulfate or sulfonate esters essentially comprising the steps of adding sulfuric acid or sulfonic acid to boron acid in a medium with or without solvent (121), stirring the prepared mixture 8122), removing the precipitated boric acid (123), removing the solvent in case the solvent is used (124), producing dialkyl sulfate esters, mono alkyl sulfate esters and sulfonate esters of alkali metal salts (125), and based on the acidolysis of boron esters obtained from alcohol and boric acid with sulfuric acid or sulfonic acid.
Synthesis, crystal structure, spectral and thermodynamic properties of one benzoindole pentamethine cyanine dye
Zhang, Xiu-Fu,Zhao, Jun-Long,Bi, Wei-Bin,Zhang, Dan-Dan,Yang, Zhi-Yuan,Wang, Lan-Ying
, p. 503 - 510 (2013/07/27)
One benzoindole pentamethine cyanine dye was synthesized and characterized by 1H NMR, IR, MS and UV-Vis spectra. The UV-Vis absorption and fluorescence spectra of the dye in chloroform, dimethyl sulfoxide, acetone, ethanol and methanol were investigated, and the λmax of the dye was in the region 682.0-689.0 nmwith large molar extinction coefficients (ε > 105M-1cm-1) in different solvents. The structure of the dye was also characterized and analyzed by X-ray diffraction. Crystallographic data revealed that the dye belonged to orthorhombic, with space group P212121, a = 10.059(2) A, b = 15.098(4) A, c = 24.989(6) A, V = 3794.8(15) A3, Z = 4. TheC-H·F intermolecular hydrogen bonds were displayed in the molecular system, which were effective in the molecular packing. The aggregation behavior and thermodynamic properties of the dye in aqueous methanol solution were also studied by means of UV-Vis spectroscopy methods. The results indicated that the dye existed monomer-dimer equilibrium in aqueous methanol solutions. The fundamental properties of the dye, such as the dimeric association constant KD, the dimeric free energy ΔGD, the dimeric entropy ΔSD, and the dimeric enthalpy ΔHD were determined. The ΔHD of the dye was -46.0 kJ mol -1.
Regioselective, borinic acid-catalyzed monoacylation, sulfonylation and alkylation of diols and carbohydrates: Expansion of substrate scope and mechanistic studies
Lee, Doris,Williamson, Caitlin L.,Chan, Lina,Taylor, Mark S.
scheme or table, p. 8260 - 8267 (2012/07/14)
Synthetic and mechanistic aspects of the diarylborinic acid-catalyzed regioselective monofunctionalization of 1,2- and 1,3-diols are presented. Diarylborinic acid catalysis is shown to be an efficient and general method for monotosylation of pyranoside derivatives bearing three secondary hydroxyl groups (7 examples, 88% average yield). In addition, the scope of the selective acylation, sulfonylation, and alkylation is extended to 1,2- and 1,3-diols not derived from carbohydrates (28 examples); the efficiency, generality, and operational simplicity of this method are competitive with those of state-of-the-art protocols including the broadly applied organotin-catalyzed or -mediated reactions. Mechanistic details of the organoboron-catalyzed processes are explored using competition experiments, kinetics, and catalyst structure-activity relationships. These experiments are consistent with a mechanism in which a tetracoordinate borinate complex reacts with the electrophilic species in the turnover-limiting step of the catalytic cycle.
ZnO and ZnO-nanoparticles: Efficient and reusable heterogeneous catalysts for one-pot synthesis of N-acylsulfonamides and sulfonate esters
Tamaddon, Fatemeh,Sabeti, Mohammad Reza,Jafari, Abbas Ali,Tirgir, Farhang,Keshavarz, Elham
experimental part, p. 41 - 45 (2012/01/12)
Commercially available and preparative ZnO nanoparticles are reported as efficient and reusable catalysts for the chemoselective synthesis of N-acylsulfonamides and sulfonate esters. A one-pot sequential sulfonylation and acylation of amines took place to afford the N-acylsulfonamides in excellent yields under solvent-free conditions. The ZnO catalyst can be reused for without significant loss of catalytic activity.
