Determination of impurities in dimethyl formamide by potentiometric titration

Meglitskii, V. A.; Kvasha, N. M.

doi:10.1007/bf00543262

Cited by 4 publications

(3 citation statements)

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“…Possibly DMF acted as a reducing agent here (Heravi et al, 2018). Moreover, DMF usually contains small amounts of water, which causes partial hydrolysis (Meglitskii & Kvasha, 1972). Thus, trace amounts of dimethylamine often contained in DMF may have initiated reduction of 1 by nucleophilic addition to C-7 of the BTZ system.…”

Section: Chemical Contextmentioning

confidence: 99%

Structural characterization of the azoxy derivative of an antitubercular 8-nitro-1,3-benzothiazin-4-one

et al. 2022

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(Z)-1,2-Bis[4-oxo-2-(piperidin-1-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-8-yl]diazene oxide, C28H24F6N6O3S2, was obtained and its structure determined while attempting to crystallize and structurally characterize 8-nitro-2-(piperidin-1-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one, a simplified analogue of the antituberculosis clinical drug candidate BTZ043. X-ray crystallography revealed the structure of the azoxy compound to be comprised of two benzothiazinone moieties linked by a Z-configured azoxy group in an almost coplanar arrangement. In the crystal, the molecules are densely packed, revealing a herringbone pattern.

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Section: Chemical Contextmentioning

confidence: 99%

Structural characterization of the azoxy derivative of an antitubercular 8-nitro-1,3-benzothiazin-4-one

et al. 2022

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“…A água presente pode causar hidrólise parcial do DMF (Esquema 1) levando à formação de dimetilamina e ácido fórmico, e também de pequena quantidade de formiato de dimetilamina. 8,9 Esquema 1. Hidrólise do DMF A decomposição do DMF em temperaturas abaixo de 350 °C pode levar à formação de amônia, óxidos de carbono e aminas.…”

Section: °Cunclassified

N,N-DIMETHYLFORMAMIDE (CAS No. 68-12-2)

Louvis

Silva

2016

Rev. Virtual Quim.

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N,N-dimethylformamide (DMF) is a polar solvent termed the universal organic solvent because of its extensive miscibility with water and most common organic solvents. Often used in a variety of industrial processes, for example production of synthetic fibers, synthetic leather, polyurethane resin, surface coatings and obtaining pharmaceuticals products; DMF has high dipole moment (µ = 3,24 D) a d high diele t i o sta t = , a °C . N,N-dimethylformamide is a common solvent for chemical reactions; on the other hand, can be utilized as precursor for various units ( -CHO, -CO, -NMe 2 , -CONMe 2 , -O, etc.) due to its structure. DMF has been employed as dehydrating agent, as a source for a reducing agents, as ligand in the preparation of metallic complexes and as catalyst. Indeed, DMF has played an important role in organic synthesis.Keywords: Dimethylformamide; industrial synthesis; solvent. ResumoO DMF (N,N-dimetilformamida) é um solvente orgânico polar aprótico denominado universal, devido grande miscibilidade com a água e a maioria dos solventes orgânicos. Solvente com baixa taxa de evaporação, muito utilizado na indústria, como por exemplo na síntese de fibras sintéticas como a poliacrilonitrila, e na obtenção de produtos farmacêuticos. Possui momento de dipolo alto, µ = 3,24 D, e u a o sta te dielét i a ta é g a de, = , a °C. O DMF pode se usado o o solve te de sais e compostos com alto peso molecular, devido seu tamanho pequeno e habilidade de formar complexos. Tem se mostrado eficiente em reações realizadas sob micro-ondas. Ele também pode ser empregado com outras funções em reações como, por exemplo: agente de desidratação, agente de redução, ligante na síntese de complexos metálicos e catalisador. Além disso, devido sua estrutura pode ser utilizado como precursor de diversos grupos funcionais: -CHO, -Me, -CO, -NMe 2 , -CONMe 2 , etc. A formilação é realizada usando o reagente Vielsmeier. Desde 1893 diversas formas de sintetizá-lo foram publicadas assim como: reação entre a dimetilamina e o cianeto de hidrogênio, a partir de um processo continuo com reação entre a dimetilamina e o formiato de metila, dentre outras. Como é usado muito na indústria possui diversos estudos em relação aos seus efeitos no organismo humano apontando o DMF como uma substância hepatotóxica.Palavras-chave: Dimetilformamida; síntese industrial; solvente.

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“…However, only a limited number of studies have specifically tackled the quantification of the generated products, formic acid and dimethylamine. 38,39 The complexity of this reaction, influenced by numerous parameters, necessitates a comprehensive investigation to identify optimum conditions that minimise byproduct yield. Herein, we exemplify the power of the ChemSPX program to analyse and sample parameter space in the hydrolysis of DMF under conditions relevant to MOF synthesis.…”

Section: Introductionmentioning

confidence: 99%

Computation-Guided Exploration of The Reaction Parameter Space of N,N-Dimethylformamide Hydrolysis

Pakamorė,

Forgan

2024

Preprint

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Navigating the reaction parameter space can pose challenges, especially considering the exponential growth in the number of parameters even in seemingly straightforward chemical reactions. Consequently, recent research efforts have been increasingly dedicated to the development of computational tools aimed at facilitating the exploration process. Herein, we introduce ChemSPX, a Python-based program specifically crafted for exploring the complex landscape of reaction parameter space. We propose the use of the inverse distance function to map reaction parameter space and efficiently sample sparse regions. This is implemented in ChemSPX to allow the user to simply generate sets of reaction conditions that efficiently sample wide parameter spaces. In addition, the program includes tools necessary for the analysis and comprehension of the multidimensional parameter space landscape. The developed algorithms were utilized to experimentally investigate the hydrolysis of N,N- dimethylformamide (DMF), a commonly employed solvent, in the specific context of metal- organic framework synthesis. We use ChemSPX to generate batches of experiments to sample parameter space, starting from an empty space, but subsequently assessing undersampled regions. We use statistical analysis and machine learning models to show that addition of strong acids induces hydrolysis, generating up to 1.0% (w/w) formic acid. The results show that ChemSPX can generate datasets that efficiently sample parameter space, in this case allowing the user to distinguish the individual effects of five different physical and chemical variables on reaction outcome.

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Determination of impurities in dimethyl formamide by potentiometric titration

Cited by 4 publications

References 0 publications

Structural characterization of the azoxy derivative of an antitubercular 8-nitro-1,3-benzothiazin-4-one

Structural characterization of the azoxy derivative of an antitubercular 8-nitro-1,3-benzothiazin-4-one

N,N-DIMETHYLFORMAMIDE (CAS No. 68-12-2)

Computation-Guided Exploration of The Reaction Parameter Space of N,N-Dimethylformamide Hydrolysis

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