614-80-2Relevant articles and documents
Unprecedented Dearomatized Spirocyclopropane in a Sequential Rhodium(III)-Catalyzed C?H Activation and Rearrangement Reaction
Wang, Xiaoming,Li, Yingzi,Knecht, Tobias,Daniliuc, Constantin G.,Houk,Glorius, Frank
, (2018)
An unprecedented dearomatized spirocyclopropane intermediate was discovered in a sequential Cp*RhIII-catalyzed C?H activation and Wagner–Meerwein-type rearrangement reaction. How the oxidative O?N bond is cleaved and the role of HOAc were uncov
Synthesis method of 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane
-
Paragraph 0030-0032; 0037-0039, (2021/04/29)
The invention discloses a synthesis method of 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane, which comprises the following steps: acetylating o-aminophenol serving as a starting material to obtain o-acetamidophenol, condensing the o-acetamidophenol with hexafluoroacetone trihydrate to obtain 2, 2-bis (3-acetamido-4-hydroxyphenyl) hexafluoropropane, and finally deacetylating to obtain the 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane. The synthetic route does not need catalytic hydrogenation or nitration, and compared with the existing route for synthesizing 2, 2-bis (3-amino-4-hydroxyphenyl) hexafluoropropane, the synthetic route provided by the invention has the advantages of higher safety, more environmental friendliness, lower production cost and basically equivalent yield, thereby being more suitable for industrial mass production.
Paracetamol and other acetanilide analogs as inter-molecular hydrogen bonding assisted diamagnetic CEST MRI contrast agents
Chakraborty, Subhayan,Peruncheralathan,Ghosh, Arindam
, p. 6526 - 6534 (2021/02/21)
Paracetamol and a few other acetanilide derivatives are reported as a special class of diamagnetic Chemical Exchange Saturation Transfer (diaCEST) MRI contrast agents, that exhibit contrast only when the molecules form inter-molecular hydrogen bonding mediated molecular chains or sheets. Without the protection of the hydrogen bonding their contrast producing labile proton exchanges too quickly with the solvent to produce any appreciable contrast. Through a number of variable temperature experiments we demonstrate that under the conditions when the hydrogen bond network breaks and the high exchange returns back, the contrast drops quickly. The well-known analgesic drug paracetamol shows 12% contrast at a concentration of 15 mM at physiological conditions. With the proven safety track-record for human consumption and appreciable physiological contrast, paracetamol shows promise as a diaCEST agent forin vivostudies.
The mechanism of organic radical oxidation catalysed by gold nanoparticles
Denisov, Sergey A.,Mostafavi, Mehran,Shcherbakov, Viacheslav
, p. 26494 - 26500 (2021/12/13)
Metal nanoparticles can catalyze reactions involving organic free radicals. From the first studies focused on the catalytic reduction of water by free radicals until today, the catalytic oxidation of organic radicals has not received attention. In this work, we present the results on the catalytic activity of gold nanoparticles in the oxidation of 2-propanol to acetone and acetanilide hydroxylation during water radiolysis. A detailed reaction mechanism of α-hydroxyisopropyl radical oxidation is discussed, explaining the increase in acetone formation by ca. 340% in the presence of gold nanoparticles. In the case of acetanilide hydroxylation in the presence of nanoparticles, a strong effect of oxygen in the reaction mechanism was observed: The increase in the oxygen concentration from 0 to 1.22 mM leads to a 40-fold decrease in hydroxylation product formation. This observation is unexpected since, in the absence of gold nanoparticles, oxygen stimulates hydroxylation reactions. We propose that in the presence of both oxygen and nanoparticles, oxygen attaches first to acetanilide OH-Adducts, and then nanoparticles catalyze the oxidation of peroxyl type radicals, which does not lead to the formation of hydroxylation products.
