22056-82-2Relevant academic research and scientific papers
An unusual pathway of the oxidation of diethyl ether by bismuth(V) derivatives
Dodonov, V. A.,Zinov'eva, T. I.,Dolganova, N. V.
, p. 764 - 765 (1995)
Di(tert-butylperoxy)triphenylbismuth and the triphenylbismuth-tert-butyl hydroperoxide system transform diethyl ether into ethoxyacetic aldehyde.The latter undergoes further conversions under these reaction conditions to give the corresponding hydroperoxide, ethoxyacetic acid, and bismuth(III) acylates. - Key words: diethyl ether, ethoxyacetic aldehyde, triphenylbismuth, tert-butyl hydroperoxide, oxidation.
Photochemical reactions of alkoxy-containing-alkyl phenylglyoxylates: Remote hydrogen abstraction
Hu, Shengkui,Neckers
, p. 1751 - 1754 (2007/10/03)
A series of alkoxy-containing-alkyl phenylglyoxylates have been synthesized and their photochemical reactions studied. The intention was to probe structural requirements for remote hydrogen abstraction. Products resulting from 1,10- and 1,11-hydrogen abstraction were isolated from the photochemical reactions of 4′-methoxybutyl phenylglyoxylate 3d and 5′-benzyloxypentyl phenylglyoxylate 3h respectively. Products resulting from Norrish Type II and intermolecular hydrogen abstraction reactions were also isolated. Triplet lifetimes of representative compounds were measured by laser flash photolysis.
OH radical initiated photooxidation of 2-ethoxyethanol under laboratory conditions related to the troposphere: Product studies and proposed mechanism
Stemmler, Konrad,Mengon, Wolfgang,Kerr, J. Alistair
, p. 3385 - 3391 (2007/10/03)
The products formed by the hydroxyl radical-initiated oxidation of 2- ethoxyethanol (CH3CH2OCH2CH2OH) have been investigated by irradiating synthetic air mixtures containing the substrate, methyl nitrite, and nitric oxide at ppm levels in a Teflon bag reactor at room temperature. The decay of reactants and the formation of products were monitored by gas chromatography and mass spectrometry. The major products ethyl formate [HC(O)OCH2CH3], ethylene glycol monaformate [HC(O)OCH2CH2OH], ethylene glycol monaacetate [CH3C(O)OCH2CH2OH], and ethoxyacetaldehyde [CH3CH2OCH2C(O)H] give a quantitative mass balance with the decay of the substrate molecule. The yields of these products were 34 ± 10%, 36 ± 7%, 7.8 ± 2.4%, and 24 ± 13%, respectively, in terms of percent of 2-ethoxyethanol removed by the OH radical. The product distribution is explained by a mechanism involving initial OH attack at the three CH2 groups in 2-ethoxyethanol followed by the subsequent reactions of the resulting alkyl and alkoxy radicals. The decomposition reactions of the alkoxy radicals from 2-ethoxyethanol, which can take place either by C-C or C-O bond breaking, involve preferential C-C cleavage rather than C-O cleavage. Rate coefficients at room temperature for the reactions of OH radicals with ethoxyacetaldehyde and 2-methyl-1,3- dioxolane (CH3CHOCH2CH2O, a minor product) have been determined to be 16.6 x 10-12 and 9.4 x 10-12 cm3 molecule-1 s-1, respectively.
DIASTEREOSELECTIVE ALDOLIZATION TO TETROSES AND PYRANOSES MEDIATED BY RHODIUM
Deem, M. L.,Romac, E. A.
, p. 4649 - 4652 (2007/10/02)
Rhodium ions bind to oxygen and unsaturated sites in ethane-1,2-diol derivatives to orient and catalyse these molecules for participation in diastereogenic carbon-carbon, carbon-oxygen, and carbon-hydrogen bond formation.
Hydroxyl Radical Induced Oxidation of Diethyl Ether in Oxygenated Aqueous Solution. A Product and Pulse Radiolysis Study
Schuchmann, Man Nien,Sonntag, Clemens von
, p. 1995 - 2000 (2007/10/02)
The reaction of peroxyl radicals derived from diethyl ether were investigated by product analyses and pulse-radiolytic techniques.The products and their G values in the γ radiolysis of diethyl ether (1E-3 M) in N2O/O2-saturated aqeous solutions at 0.43 W kg-1 are acetaldehyde , ethanol , ethyl acetate , ethyl formate , formaldehyde , hydrogen peroxide , 1-ethoxyethyl hydroperoxide , and 2-ethoxyacetaldehyde .Except for the latter, all products have the 1-ethoxyethylperoxy radical (I) as a precursor.It is formed as the major radical by OH abstraction of the α-H atom (96percent) followed by O2 addition.Besides other bimolecular decay processes of I which are also discussed, there is an important route leading to 1-ethoxyethyloxyl radicals and O2: 2I -> 2CH3CH(O*)OEt + O2.The oxyl radical rearrangment in aqueous solutions to the 1-ethoxy-1-hydroxyethyl radical: CH3CH(O*)OEt -> CH3C*(OH)OEt.The latter adds oxygen to give the corresponding peroxyl radical, which eliminates HO2* in a fast spontaneous reaction to give ethyl acetate: CH3C*(OH)OEt + O2 - HO2* -> CH3COOEt.Evidence for the formation of HO2* (O2-* in neutral and basic solutions) according to the above reaction sequence was provided by pulse-spectrometric and pulse-conductometric measurements. 1-Ethoxyethyl hydroperoxide is thought to result from the reduction of I by O2-*.At much lower dose rates (0.0048 W kg-1) an intramolecular H abstraction competes with the bimolecular decay of I.This process leads to a different product distribution and to formation of acidic products.
