Relative Extents of Rearrangement of Some Primary Amines of the Neopentyl Type with Nitrous Acid. Electronic vs. Steric Factors1

A Brodhag, CR Hauser

文献索引：Brodhag; Hauser Journal of the American Chemical Society, 1955 , vol. 77, p. 3024,3030

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被引用次数: 18

摘要

Four primary amines of the a-phenylneopentyl type (Ia-d) have been prepared and their products of reaction with nitrous acid determined. a-Phenylneopentylamine (Ia) gave exclusively the corresponding unrearranged alcohol or its nitrite ester, whereas amine Ib, having three ethyl groups on the P-carbon atom, and amines IC and Id, having a phenyl group and two methyl or ethyl groups on the@-carbon atoms, formed rearranged products ...