1563-90-2Relevant academic research and scientific papers
Spectrophotometric Analysis of Ternary Uranyl Systems to Replace Tri-N-butyl Phosphate (TBP) in Used Fuel Reprocessing
Canner, Adam J.,Harwood, Laurence M.,Cowell, Joseph,Babra, Jasraj S.,Brown, Solomon F.,Ogden, Mark D.
, p. 52 - 67 (2020/01/28)
In this report, the interaction of monoamide/diamide and monoamide/diglycolamide mixtures with UO22+ are investigated in pH = 1 methanolic nitric acid media. These monoamides include N,N-dimethylacetamide (DMAA), N,N-diethylacetamide (DEAA), N,N-dibutylacetamide (DBAA) and N,N-dibutylbutanamide (DBBA). N,N,N′N′-tetraethylmalonamide (TEMA) and N,N,N′,N′-tetraethyldiglycolamide (TEDGA), which were chosen as model diamides and diglycolamides, respectively. Complex stability constants for each ligand were modelled using the Stability Quotients Using Absorbance Data program using UV–visible data. Complex stoichiometry of ligand mixtures was determined using Job plots and UV–Vis spectrometry. Monoamides were confirmed to produce only disolvate complexes with UO22+ in solution. The log10(K) values for monoamides were found to be independent of amine-side chain length, but were slightly dependent on the carbonyl-side chain length. TEDGA was found to produce multiple uranyl complexes in solution. Job plot data indicated that the uranyl cation strongly prefers to bond either only with the monoamide or diamide in ternary monoamide–diamide–UO2 systems. Monoamide–diglycolamide–UO2 systems were more complicated, with Job plot data indicating the potential for multiple ternary species being present is dependent on the monoamide structure.
Using dialkyl amide: Via forming hydrophobic deep eutectic solvents to separate citric acid from fermentation broth
Liu, Lijuan,Wei, Qifeng,Zhou, Yong,Ren, Xiulian
supporting information, p. 2526 - 2533 (2020/05/13)
Nowadays, developing appropriate technology is one of the biggest challenges for society to reduce environmental impact. In this research, to avoid the traditional calcium salt method which produces a large amount of waste gypsum residue, a new way of separating citric acid from fermentation broth was developed by forming hydrophobic deep eutectic solvents (DESs), in which amide and citric acid were used as the hydrogen bond acceptor and donor respectively when amide was in contact with the fermentation broth containing citric acid. Among these amides, C10H21NO was found to be an efficient hydrogen bond acceptor forming hydrophobic DESs with the citric acid based on the molecular size and shape and has the largest hydrophobic equilibrium constant of 3.14. The hydrophobic DES formation mechanism was studied by analyzing the chemical bonds using FT-IR and quantum chemical (QC) calculations. C10H21NO was regenerated by elevating the temperature of the hydrophobic DESs. The regenerated C10H21NO exhibited good recycling properties with no obvious reduction of the ability to form hydrophobic DESs. This effective way of obtaining high-quality citric acids provides new ideas for the separation of other carboxylic acids.
1,1-Diacyloxy-1-phenylmethanes as versatile N-acylating agents for amines
Chapman, Robert. S.L.,Tibbetts, Joshua. D.,Bull, Steven. D.
, p. 5330 - 5339 (2018/06/15)
1,1-Diacyloxy-1-phenylmethanes and 1-pivaloxy-1-acyloxy-1-phenylmethanes have been used as bench stable N-acylating reagents for primary and secondary amines and anilines under solvent-free conditions to afford their corresponding amides in good yield.
The copper-catalyzed aerobic oxidative amidation of tertiary amines
Cheng, Hui-Cheng,Hou, Wen-Jun,Li, Zeng-Wen,Liu, Ming-Yu,Guan, Bing-Tao
supporting information, p. 17596 - 17599 (2015/12/08)
A general and efficient method for the synthesis of tertiary amides has been developed via the copper-catalyzed aerobic oxidative amidation of tertiary amines. Due to the use of the O2 oxidant, various functional groups were well tolerated under the present conditions. Extensive substrates studies demonstrated its potential as a practical approach for the synthesis of tertiary amides.
Immobilization of Candida cylindracea lipase on poly lactic acid, polyvinyl alcohol and chitosan based ternary blend film: Characterization, activity, stability and its application for N-a
Badgujar, Kirtikumar C.,Dhake, Kishor P.,Bhanage, Bhalchandra M.
, p. 1335 - 1347 (2013/09/12)
The ecofriendly ternary blend polymer film was prepared from the chitosan (CH), polylactic acid (PLA) and polyvinyl alcohol (PVA). Immobilization of Candida cylindracea lipase (CCL) was carried out on ternary blend polymer via entrapment methodology. The ternary blend polymer and immobilized biocatalyst were characterized by using N2 adsorption-desorption isotherm, SEM, FTIR, DSC, and (%) water content analysis through Karl Fischer technique. Biocatalyst was then subjected for the determination of practical immobilization yield, protein loading and specific activity. Immobilized biocatalyst was further applied for the determination of biocatalytic activity for N-acylation reactions. Various reaction parameters were studied such as effect of immobilization support (ratio of PLA:PVA:CH), molar ratio (dibutylamine:vinyl acetate), solvent, biocatalyst loading, time, temperature, and orbital speed rotation. The developed protocol was then applied for the N-acylation reactions to synthesize several industrially important acetamides with excellent yields. Interestingly, immobilized lipase showed fivefold higher catalytic activity and better thermal stability than the crude extract lipase CCL. Furthermore various kinetic and thermodynamic parameters were studied and the biocatalyst was efficiently recycled for four successive reuses. It is noteworthy to mention that immobilized biocatalyst was stable for period of 300 days.
Amide bond formation through iron-catalyzed oxidative amidation of tertiary amines with anhydrides
Li, Yuanming,Ma, Lina,Jia, Fan,Li, Zhiping
, p. 5638 - 5646 (2013/07/26)
A general and efficient method for amide bond synthesis has been developed. The method allows for synthesis of tertiary amides from readily available tertiary amines and anhydrides in the presence of FeCl2 as catalyst and tert-butyl hydroperoxide in water (T-Hydro) as oxidant. Mechanistic studies indicated that the in situ-generated α-amino peroxide of tertiary amine and iminium ion act as key intermediates in this oxidative transformation.
Isopropenyl acetate, a remarkable, cheap and acylating agent of amines under solvent- and catalyst-free conditions: A systematic investigation
Pelagalli, Romina,Chiarotto, Isabella,Feroci, Marta,Vecchio, Stefano
supporting information; experimental part, p. 2251 - 2255 (2012/09/08)
Isopropenyl acetate was proved to be an efficient reagent for acetylation of amine in the absence of solvent and catalyst. The corresponding acetamides were obtained in very high yields without any purification.
Acyl iodides in organic synthesis: XI. Unusual N-C bond cleavage in tertiary amines
Voronkov,Tsyrendorzhieva,Rakhlin
experimental part, p. 481 - 484 (2009/04/11)
Acyl iodides reacted with excess primary and secondary amines in a way similar to acyl chlorides, yielding the corresponding carboxylic acid amide and initial amine hydroiodide. Reactions of tertiary amines with acyl iodides were accompanied by cleavage of the N-C bond with formation of the corresponding N,N-di(hydrocarbyl)carboxamide and alkyl iodide. In the presence of excess tertiary amine the latter was converted into quaternary tetra(hydrocarbyl) ammonium iodide.
Microwaves-assisted solvent-free synthesis of N-acetamides by amidation or aminolysis
Ferroud, Clotilde,Godart, Marie,Ung, Stéphane,Borderies, Hélène,Guy, Alain
, p. 3004 - 3008 (2008/09/20)
The preparation of acetamides directly from amines and an acetyl donor under microwaves without any catalyst is described. The inexpensive, solvent free, and fast reaction conditions are the important features of this procedure.
A novel and efficient oxidation of 1,2-amino alcohols to dialkylamides
García-Valverde, María,Pedrosa, Rafael,Vicente, Martina
, p. 2092 - 2094 (2007/10/03)
The oxidation of 1,2-amino alcohols and α-amino ketones can be efficiently performed using potassium hydroxide in the presence of air. This novel procedure affords carboxylic derivatives in excellent yields and high purity.
