36391-93-2

Upstream product

• 67-56-1 methanol 
• 873-66-5 1-propenylbenzene 
• 74880-71-0 1-phenyl-1-methoxy-2-phenylselenenyl propane 
• 40421-52-1 (1RS,2SR)-1-phenylpropane-1,2-diol 
• 74-88-4 methyl iodide 
• 36393-59-6 (±)-erythro-2-methoxy-1-phenylpropan-1-ol 
• 6493-83-0 2-methoxy-1-phenyl-propan-1-one 
• 116118-00-4 1-phenyl-1-methoxy-2-phenylselenenyl propane dichloride, erythro 

Relevant academic research and scientific papers

METHOXYCHLORINATION AND DIMETHOXYLATION OF ALKENES. THE REACTIONS OF SUBSTITUTED STYRENES WITH PHENYLSELENENYL CHLORIDE IN METHANOL

The addition of PhSeCl to α- and β-substituted styrenes in methanol is regio- and stereospecific and affords the products of methoxyselenenylation.These compounds further react with PhSeCl to give the deselenenylation products.In the case of α-substituted styrenes, 1-methoxy, 2-chloroalkanes are produced, whereas with β-substituted styrenes the major reaction products are the 1,2-dimethoxyalkanes and the 2,2-dimethoxyalkanes in which phenyl migration has occured.It is shown that these reactions proceed through the intermediate formation of the alkyl phenylselenium dichlorides, PhCR(OMe)CHR1SeCl2Ph, which evolve with different mechanisms depending on the structure of the starting alkenes.

Photochemical Electron-transfer Reaction between Aromatic Olefins and Metal Ions. Dependence of the Reaction Course on the Structure of the Olefins

To investigate the photochemical electron transfer from aromatic olefins to copper(II) or iron(III) ions, a series of substituted styrenes (1) was irradiated in the presence of copper(II) or iron(II) salts in methanol, which gave dimethoxylated monomers (2) and one or more of three types of dimethoxylated dimers .The formation of these products are reasonably attributed to the participation of hte cation radicals of the olefins generated by electron transfer from excited olefins to the methal ions.Substituents on the substrates are found to govern the reaction products.