17345-61-8Relevant articles and documents
Mechanism of bromoxynil phototransformation: Effect of medium and surfactant
Bououden, Zelikha,Halladja, Sabrina,Sleiman, Mohamad,Leremboure, Martin,Richard, Claire
, p. 151 - 156 (2018)
Bromoxynil (BXN, 3,5-dibromo-4-hydroxybenzonitrile) is a herbicide that is classified as a highly hazardous chemical, toxic for the reproduction. The processes and mechanisms regarding the fate of this compound in the environmental compartments subject to
Nitroxygenation of quercetin by HNO
Han, Xiaozhen,Kumar, Murugaeson R.,Farmer, Patrick J.
, p. 399 - 402 (2016)
The flavonol quercetin undergoes both enzymatic and non-enzymatic reactions with nitroxyl (HNO/NO-), similar to analogous reactions with dioxygen, but in which N is regioselectively found in the ring-cleaved product. Here we report on kinetic and thermodynamic analysis of the non-enzymatic nitroxygenation reaction in water, which is orders of magnitude faster than the comparable dioxygenation. The second order rate constants were determined from variable temperature reactions, which allowed determination of the reaction activation enthalpy (ΔH≠ = 9.4 kcal/mol), entropy (ΔS≠ = -8.3 cal/mol K), and free energy (ΔG≠ = 11.8 kcal/mol). The determined standard state energy (ΔGo) and activation free energy, as well as the low entropic energy of reaction, are consistent with a proposed single electron transfer (SET) rate determining step.
Method for preparing 3, 4-dihydroxybenzonitrile
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Paragraph 0026; 0032-0043, (2021/07/17)
The invention discloses a method for preparing 3, 4-dihydroxybenzonitrile, which comprises the following step of: contacting vanillin with hydroxylamine hydrochloride and halide so as to obtain the 3, 4-dihydroxybenzonitrile. The method has the advantages of simplicity in operation, few byproducts, high product yield and the like, thereby being beneficial to industrial production.
Anchimerically Assisted Selective Cleavage of Acid-Labile Aryl Alkyl Ethers by Aluminum Triiodide and N, N-Dimethylformamide Dimethyl Acetal
Sang, Dayong,Yue, Huaxin,Zhao, Zhengdong,Yang, Pengtao,Tian, Juan
, p. 6429 - 6440 (2020/07/14)
Aluminum triiodide is harnessed by N,N-dimethylformamide dimethyl acetal (DMF-DMA) for the selective cleavage of ethers via neighboring group participation. Various acid-labile functional groups, including carboxylate, allyl, tert-butyldimethylsilyl (TBS), and tert-butoxycarbonyl (Boc), suffer the conditions intact. The method offers an efficient approach to cleaving catechol monoalkyl ethers and to uncovering phenols from acetal-type protecting groups such as methoxymethyl (MOM), methoxyethoxymethyl (MEM), and tetrahydropyranyl (THP) chemoselectively.
Direct Synthesis of Nitriles from Carboxylic Acids Using Indium-Catalyzed Transnitrilation: Mechanistic and Kinetic Study
Vanoye, Laurent,Hammoud, Ahmad,Gérard, Hélène,Barnes, Alexandra,Philippe, Régis,Fongarland, Pascal,De Bellefon, Claude,Favre-Réguillon, Alain
, p. 9705 - 9714 (2019/10/14)
Aliphatic and aromatic carboxylic acids can be quantitatively converted to the corresponding nitriles in the presence of catalysts using acetonitrile both as a solvent and reactant at 200 °C. This transformation is based on the acid-nitrile exchange (i.e., transnitrilation) and uses a nontoxic and water resistant catalyst, indium trichloride (InCl3). The mechanism of the transnitrilation was investigated both experimentally and computationally and compared to the previously proposed mechanism. In contrast to the usually assumed formation of amide as an intermediate, transnitrilation is an equilibrium reaction and proceeds via an equilibrated Mumm reaction with the formation of an imide as an intermediate. A simple and reversible mechanism was proposed for this reaction, which was validated by kinetics measurement and by density functional theory calculations of the reaction intermediates and reaction mechanisms.