115-42-4

Upstream product

• 10467-10-4 ethylmagnesium iodide 
• 6275-26-9 2,2-bis(4-methoxyphenyl)acetonitrile 
• 24530-01-6 3,4-Bis(4-methoxyphenyl)-3,4-hexandiol 
• 925-90-6 ethylmagnesium bromide 
• 75-03-6 ethyl iodide 
• 5789-37-7 trans-2,3-diethyl-2,3-bis(4-methoxyphenyl)oxirane 
• 18922-13-9 diethylstilbesterol pinacolone 
• 77-78-1 dimethyl sulfate 
• 56-53-1 diethylstilbestrol 
• 5965-06-0 trans-<4,4'-(diethylvinylen) bis (phenyl)>diacetate 
• 130-79-0 Diethylstilbestrol dimethyl ether 

Downstream Products

• 130-79-0 Diethylstilbestrol dimethyl ether 

Relevant academic research and scientific papers

Acid catalysis vs. electron-transfer catalysis via organic cations or cation-radicals as the reactive intermediate. Are these distinctive mechanisms?

Proton transfer to aromatic and olefinic donors (D) leads to the facile interchange of transient carbocations (DH+) and cation-radical (D+.). The same types of cation and cation-radical are reactive intermediates in the acid catalysis and the electron-transfer catalysis of such organic transformations as benzylic coupling, epoxide/pinacol rearrangements and cis-trans isomerization of stilbenes when they are both carried out under otherwise identical reaction conditions. However, the rapid exchange of diamagnetic cations and paramagnetic cation-radicals blurs the traditional view of separate electrophilic and homolytic processes, and rigorous experimental evidence is required to establish whether acid catalysis and electron-transfer catalysis actually represent distinct mechanistic categories. Acta Chemica Scandinavica 1998.

Optically Active trans-Diethylstilbesterol Oxide Monomethyl Ether

Diethylstilbestrol oxide is a metabolic intermediate of diethylstilbestrol.In order to elucidate the effects of optically active diethylstilbestrol oxides on microtubule assembly and cell culture, we synthesized (+/-)-diethylstilbestrol oxide (2a).Since 2a was not stable under moderately acidic and basic conditions, the monomethyl ether (2c) of diethylstilbestrol oxide, which was more stable than 2a, was separated by high-pressure liquid chromatography using a chiral column.The mono (4-bromobenzoate) of (-)-2c was analyzed by X-ray crystallography and its absolute structure was determined as C (1R,1'R).Keywords: optical resolution; diethylstilbestrol oxide monomethyl ether; absolute structure; X-ray crystallography; pig liver esterase; diethylstilbestrol oxide

Photoinduced Electron Transfer Reaction. Part 3. 9,10-Dicyanoanthracene-sensitized Photo-oxidation of Electron-rich Stilbene Oxides

The 9,10-dicyanoanthracene (DCA)-sentisized photo-oxygenation of the electron-rich stilbene oxides (1) gives the ozonides (2) almost quantitatively.The fluorescence of DCA is quenched by (1) at a diffusion-controlled rate and the above reaction is quenched by polymethoxybenzenes which indicates that an electron transfer mechanism is involved.The quantum yield for ozonide formation varies from 0.6 for trans-2-(4-methoxyphenyl)-3-phenyloxirane (1d) to 2.4 for trans-2,3-bis(4-methoxyphenyl)-2,3-diethyloxirane (1h), suggesting a duplex reaction mechanism such as photo-oxygenation by superoxide and a Barton mechanism after the initial electron transfer from the epoxides (1) to the excited singlet state of DCA.