米国産NTU頁岩油成分の研究(第4報) : Open-Chain Quaternary Ammonium CompoundのHofmann分解

概要

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Thermal decomposition of sec-alkyldimethylamine methohydroxide (VIII, XII) was examined by pyrolysis-gas chromatographic method, with respect to two reactions, β-elimination and substitution at N-methyl groups. Its result, when compared with known results for methohydroxides of alkyldimethylamines, illustrated the marked inhibitory effect of an alkyl group attached to the α-carbon atom on β-elimination, relative to substitution. Branching of a sec-alkyl group at the γ-carbon atom farther decreases the conversion of to an olefin. The relative ammount of isomeric olefins formed in the thermal decomposition of unsymmetrical sec-alkyl quaternary ammonium compounds was also determined.
1971-07-25