Xi:Irritant;
112-54-9Relevant academic research and scientific papers
A new insight into the oxidation of cyclododecane with hydrogen peroxide in the presence of iron-substituted polyoxotungstates
Santos, Isabel C. M. S.,Sim?es, Mário M. Q.,Balula, M. Salete S.,Neves, M. Gra?a P. M. S.,Cavaleiro, José A. S.,Cavaleiro, Ana M. V.
, p. 1623 - 1626 (2008)
The catalytic homogeneous oxidation of cyclododecane with hydrogen peroxide in the presence of tetrabutylammonium salts of iron-substituted Keggin-type polyoxotungstates of general formula (TBA)4HzXW 11Fe(H2O)O39-nH2O (where X = P, Si, B, and z = 0-2) is described. In the reaction conditions reported, the corresponding alcohol, ketone, and hydroperoxide are obtained as the main reaction products. The catalytic activity of the anions with phosphorous, silicon, and boron is compared in different reaction conditions. These catalytic oxidation reactions seem to be radical processes, since they are totally inhibited in the presence of I2, a well-known radical scavenger. Thieme Stuttgart.
A useful and environmentally benign synthetic protocol for dethiolization by employing vanadium pentoxide catalyzed oxidation of ammonium bromide by hydrogen peroxide
Mondal, Ejabul,Bose, Gopal,Sahu, Priti Rani,Khan, Abu T.
, p. 1158 - 1159 (2001)
A wide variety of thioacetals and thioketals can be cleaved chemoselectively in presence of olefin and aromatic ring as well as other protecting groups to carbonyl compounds by employing V2O5 catalyzed oxidation of ammonium bromide by H2O2 in CH2Cl2-H2O solvent system; mild conditions, high selectivity, good yield, and no side products such as bromination or oxidation are some of the major advantages.
Conversion of Ketals to Ketones by Nitrogen Dioxide in the Presence of Silica Gel
Nishiguchi, Takeshi,Ohosima, Tatsuya,Nishida, Akiko,Fujisaki, Shizuo
, p. 1121 - 1122 (1995)
Nitrogen dioxide transforms ketals to ketones in the presence of silica gel under neutral, anhydrous and mild conditions.
A highly efficient procedure for regeneration of carbonyl groups from their corresponding oxathioacetals and dithioacetals using sodium nitrite and acetyl chloride in dichloromethane
Khan, Abu T.,Mondal, Ejabul,Sahu, Priti R.
, p. 377 - 381 (2003)
A wide variety of oxathioacetals 1 as well as dithioacetals 2 can be chemoselectively deprotected to the corresponding carbonyl compounds 3 in good yields by employing NaNO2-AcCl and H2O in CH2Cl2 at 0°C to room temperature. Some of the major advantages of this procedure are: mild conditions, easy to handle, highly chemoselective and efficient, high yields and inexpensive reagents. In addition, no acetylation occurs at the hydroxyl group nor chlorination takes place at the double bond.
Dynamic Imine Chemistry at Complex Double Emulsion Interfaces
Zentner, Cassandra A.,Anson, Francesca,Thayumanavan,Swager, Timothy M.
, p. 18048 - 18055 (2019)
Interfacial chemistry provides an opportunity to control dynamic materials. By harnessing the dynamic covalent nature of imine bonds, emulsions are generated in situ, predictably manipulated, and ultimately destroyed along liquid-liquid and emulsion-solid interfaces through simple perturbation of the imine equilibria. We report the rapid production of surfactants and double emulsions through spontaneous in situ imine formation at the liquid-liquid interface of oil/water. Complex double emulsions with imine surfactants are stable to neutral and basic conditions and display dynamic behavior with acid-catalyzed hydrolysis and imine exchange. We demonstrate the potential of in situ imine surfactant formation to generate complex surfactants with biomolecules (i.e., antibodies) for biosensing applications. Furthermore, imine formation at the emulsion-solid interface offers a triggered payload release mechanism. Our results illustrate how simple, dynamic interfacial imine formation can translate changes in bonding to macroscopic outputs.
An expedient and efficient method for the cleavage of dithioacetals to the corresponding carbonyl compounds using organic ammonium tribromide (OATB)
Mondal,Bose,Khan
, p. 785 - 786 (2001)
A variety of dithioacetals of aldehydes or ketones 1 can be easily cleaved into the parent carbonyl compounds 2 at 0-5°C in very high yields by employing organic ammonium tribromides such as cetyltrimethyl-ammonium tribromide (CetTMATB) or tetrabutylammonium tribromide (TBATB) in dichloromethane.
Sex pheromone and related compounds in the Ishigaki and Okinawa strains of the tussock moth Orgyia postica (Walker) (Lepidoptera: Lymantriidae)
Wakamura, Sadao,Arakaki, Norio,Yamamoto, Masanobu,Hiradate, Syuntaro,Yasui, Hiroe,Kinjo, Kunio,Yasuda, Tetsuya,Yamazawa, Hiroyuki,Ando, Tetsu
, p. 957 - 965 (2005)
Two distinct electroantennographycally active (EAG-active) components, A and B, and a weakly active component C were found in a solvent extract from virgin females of the Ishigaki strain of the tussock moth, Orgyia postica (Walker). Components A, B, and C were found in the extract of the females at 4.0, 0.5, and 4.0 ng/female respectively. Components A, B, and C were identified as (6Z,9Z,11S,12S)-11,12-epoxyhenicosa-6,9-diene [(11S,12S)-1: posticlure], (6Z)-henicos-6-en-11-one (2), and (6Z,9Z)-henicosa-6,9-diene (3), respectively. Component B was absent in the extract from the Okinawa strain, in which components A and C were present at 2.0 and 1.5 ng/female respectively. (11S,12S)-1 and the racemic mixture showed attractiveness for both the Okinawa and Ishigaki strains, whereas (11R,12R)-1 did not. The addition of 2 significantly reduced the trap catches with (11S,12S)-1 on the Okinawa strain which lacked 2, while there was no significant inhibitory effect on the Ishigaki strain. The addition of 3 to (11S,12S)-1 did not significantly affect trap catches at Ishigaki or Okinawa. This confirmed that the attractant pheromone of O. postica of the Ishigaki strain is also (11S,12S)-1.
Enolate and Other Carbon Nucleophile Alkylation Reactions Using 1,2-Cyclic Sulfates as Terminal Epoxide Equivalents
Hoye, Thomas R.,Crawford, Khushrav B.
, p. 520 - 522 (1994)
Enolates of esters and amides as well as α-sulfonyl-, α-cyano-, and α-phosphonyl-substituted anions react with cyclic sulfate 1 to give hydroxylated products arising from nucleophilic attack, on this terminal epoxide equivalent, at the primary carbon.
Kinetics of the MnO4- oxidation of anionic surfactant (sodiumdodecyl sulphate): Evidence for the formation of soluble colloidal MnO2
Raju,Khan, Zaheer
, p. 1218 - 1222 (2005)
A conventional spectrophotometric technique was used to study the oxidation of SDS by permanganate in a perchloric acid medium. It was observed that the reaction proceeded in two stages (fast first stage followed by a relatively slow second stage). Plots of log(absorbance) versus time deviate from linearity. The kinetic and spectroscopic data are consistent with the formation of soluble colloidal MnO2. The first-order kinetics with respect to [SDS] at low concentrations shifted to second-order at higher concentrations. The kinetics of oxidation is first-order with respect to both [MnO4-] and [HClO4]. The oxidation rate was decreased by the addition of P2O74- and Mn(II) ions. Second-step oxidation is not a true path for the oxidation of the Mn(IV)-SDS reaction. In the presence of Mn(II) (a reaction product), the MnO4- oxidation of SDS becomes more complicated, and an exact dependence on [Mn(II)] can not be estimated. Different activation parameters have been evaluated. Mechanisms consistent with the kinetic data have been proposed and discussed. The -O-SO3- group is responsible for the oxidative degradation of SDS by MnO4-.
Pyridinium poly(hydrogen fluoride)-assisted cleavage of acetals and ketals
Watanabe, Yutaka,Kiyosawa, Youko,Tatsukawa, Akiko,Hayashi, Minoru
, p. 4641 - 4643 (2001)
Acetals, including ketals, were smoothly cleaved by the action of pyridinium poly(hydrogen fluoride) without addition of water or an alcohol in an anhydrous solvent.
