Vinyl ether hydrolysis. XXIX. 1-Methoxy-1, 3-butadiene: reaction mechanism and implication for hydrolysis of the mutagen fecapentaene-12

Y Chiang, R Eliason, GHX Guo…

文献索引：Chiang, Yvonne; Eliason, Robert; Guo, Gary H.-X.; Kresge, A. Jerry Canadian Journal of Chemistry, 1994 , vol. 72, # 7 p. 1632 - 1636

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被引用次数: 8

摘要

The hydrolysis of cis-and trans-1-methoxy-1, 3-butadiene in aqueous solution occurs by hydron transfer to the δ-carbon atom with little or no β-hydronation to give crotonaldehyde as essentially the sole aldehyde product. The reaction gives appreciable hydronium-ion isotope effects in the normal direction and shows general acid catalysis; five carboxylic acid catalytic coefficients for hydrolysis of the trans isomer give a good Brønsted relation with ...