- Oxygen-to-Oxygen Silyl Migration of α-Siloxy Sulfoxides and Oxidation-Triggered Allicin Formation
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Oxidation of α-siloxy thioethers leads to the formation of the corresponding sulfoxides as unstable intermediates, which undergo an intramolecular oxygen-to-oxygen silyl migration to break the C-S linkage. This process produces silyl protected sulfenic acids and subsequently thiosulfinates. It was used to develop oxidation-triggered allicin donors.
- Kelly, Shane S.,Shen, Tun-Li,Xian, Ming
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supporting information
p. 3741 - 3745
(2021/05/10)
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- Effect of CHAPS and CPC micelles on Ir(III) catalyzed Ce(IV) oxidation of aliphatic alcohols at room temperature and pressure
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Kinetics of cerium(IV) oxidation of aliphatic alcohols: ethanol, propanol, propan-2-ol, 1-butanol and 2-butanol were studied at 30 °C in the presence and absence of surfactants in acidic medium. The reaction was studied under pseudo-first-order conditions
- Ghosh, Aniruddha,Saha, Rumpa,Saha, Bidyut
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p. 223 - 237
(2014/05/06)
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- A novel synthetic method for the preparation of aliphatic aldehydes from the corresponding carboxylic acids
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A novel synthetic method for the preparation of aliphatic aldehydes from the corresponding carboxylic acids via 1,3-dimethylbenzimidazolium salts is provided. 1,3-Dimethylbenzimidazolium salts were rapidly reduced with sodium/ethanol and then hydrolyzed with hydrochloric acid to obtain aliphatic aldehydes, in which the 1,3-dimethylbenzimidazolium salts can be readily achieved from the corresponding carboxylic acids. The mechanism for the reductive reaction of 1,3-dimethylbenzimidazolium salts with sodium/ethanol was discussed.
- Guo, Yuan,Lu, Zhenhuan,Yao, Libo,Shi, Zhen
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experimental part
p. 489 - 492
(2012/01/05)
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- Analysis of carbonyl compounds in sea buckthorn for the evaluation of triglyceride oxidation, by enzymatic hydrolysis and derivatisation methodology
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Carbonyl compounds formed in sea buckthorn berry (Hippophae rhamnoides) and oil samples as a result of lipid oxidation were determined by enzymatic hydrolysis followed by derivatisation with 2,4-dinitrophenylhydrazine and analysed by LC-UV and electrospra
- Mathew, Sindhu,Grey, Carl,Rumpunen, Kimmo,Adlercreutz, Patrick
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experimental part
p. 1399 - 1405
(2012/02/03)
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- Kinetics and mechanism of the oxidation of aliphatic primary alcohols by imidazolium fluorochromate
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The oxidation of nine aliphatic primary alcohols by imidazolium fluorochromate (IFC) in dimethylsulphoxide leads to the formation of corresponding aldehydes. The reaction is first order with respect to IFC. A Michaelis-Menten type kinetics is observed with respect to alcohols. The reaction is promoted by hydrogen ions; the hydrogen-ion dependence has the form : kobs = a + b [H+]. The oxidation of [1,1- 2H2]ethanol (MeCD2OH) exhibits a substantial primary kinetic isotope effect (kH/kD = 5.87 at 298 K). The reaction has been studied in nineteen different organic solvents. The solvent effect was analysed using Taft's and Swain's multiparametric equations. The rate of oxidation is susceptible to both polar and steric effects of the substituents. A suitable mechanism has been proposed.
- Gehlot,Gilla,Mishra,Sharma, Vinita
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experimental part
p. 685 - 692
(2012/04/04)
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- Oxidation of aliphatic primary alcohols by morpholinium chlorochromate: A kinetic and mechanistic approach
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The oxidation of nine aliphatic primary alcohols by morpholinium chlorochromate (MCC) in dimethylsulfoxide leads to the transformation of alcohols to the corresponding aldehydes. The reaction is first order with respect to both MCC and the alcohol both. The reaction is catalysed by hydrogen ions. The hydrogen-ion dependence has the form: kobs = a + A[H +]. The oxidation of [1,1-2H2]ethanol (MeCD2OH) exhibits a substantial primary kinetic isotope effect. The reaction has been studied in nineteen different organic solvents. The solvent effect was analysed using Taft's and Swain's multiparametric equations. The rate of oxidation is susceptible to both polar and steric effects of the substituents. A suitable mechanism has been proposed.
- Choudhary,Yajurvedi,Soni,Agarwa,Sharma, Vinita
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experimental part
p. 1061 - 1066
(2011/05/05)
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- A facile mild deprotection protocol for 1,3-dithianes and 1,3-dithiolanes with 30% hydrogen peroxide and iodine catalyst in aqueous micellar system
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A simple clean expeditious protocol for the deprotection of 1,3-dithianes and 1,3-dithiolanes has been developed using 30% aqueous hydrogen peroxide activated by iodine catalyst (5 mol%) in water in the presence of sodium dodecyl sulfate (SDS) under essentially neutral conditions. The method showed tolerance for a number of phenol protecting groups such as allyl, benzyl, TBDMS, TBDPS ethers, phenolic acetates, and benzoates as well as amino-protecting BOC, Cbz carbamates without any detectable overoxidation. Georg Thieme Verlag Stuttgart.
- Ganguly, Nemai C.,Barik, Sujoy Kumar
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experimental part
p. 1393 - 1399
(2009/12/29)
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- Reactions of titanium alcoholates Ti(OR)4 (R = n-Bu, t-Bu) with tertiary organic and organometallic hydroperoxides
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tert-Butyl and cumyl hydroperoxides in the reactions with Ti(OR) 4 are reduced to alcohols with the evolution of oxygen via formation of titanium-containing peroxides and trioxides. The pathways of the reactions of Ti(OR)4 with triphenylelement hydroperoxides R3EOOH (E = C, Si, Ge) depend on element E and on the structure of R; the reactions involve the rearrangement of the peroxides, and with (n-BuO)4Ti the alkoxy group is oxidized either with preservation or with breakdown of the hydrocarbon skeleton. Pleiades Publishing, Inc., 2006.
- Stepovik,Gulenova
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p. 235 - 244
(2008/02/09)
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- Quantitative RP-HPLC determination of some aldehydes and hydroxyaldehydes as their 2,4-dinitrophenylhydrazone derivatives
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A high-performance liquid chromatographic (HPLC) method is described for the quantitative determination of some aliphatic aldehydes and β- hydroxyaldehydes as their 2,4-dinitrophenylhydrazone derivatives. A method is described for the preparation of deriv
- Koivusalmi,Haatainen,Root
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- KINETICS OF THE FORMATION OF 2,4-DINITROPHENYLHYDRAZONES IN HYDROCARBONS
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The kinetics of the formation of 2,4-dinitrophenylhydrazones in a hydrocarbon medium were studied.By an integral method it was found that the reaction of carbonyl compounds with 2,4-dinitrophenylhydrazine is reversible, and the forward and reverse reactio
- Kuznetsova, E. V.,Mil'kina, T. N.,Morzhakova, T. M.,Taranenko, S. A.,Kudinova, L. M.,Batalin, O. E.
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p. 1914 - 1918
(2007/10/02)
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- Determination of Nanogram Amounts of Carbonyls as 2,4-Dinitrophenylhydrazones by High-Performance Liguid Chromatography
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A simple method has been developed for the separation and quantitation of nanogram amounts of carbonyl compounds including aliphatic, unsaturated, and aromatic carbonyls as well as dicarbonyls and other difunctional carbonyls.This method entails the separ
- Fung, Kochy,Grosjean, Daniel
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p. 168 - 171
(2007/10/02)
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