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a-Hydrogens a-Hydrogens of R-C ≡ C-and N ≡ C-substituted cyclopropanes are more acidic than their open chain analogs, as expected from the higher acidity of cyclopropane versus propane. In the case of the carbonyl substituted species, however, this order is reversed. Furthermore, in H/D exchange reactions of optically active compounds, only cyclopropyl cyanides retain their configuration; aliphatic and cyclopropyl ketones exchange and racemize essentually at the same rate.

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Cyclopropyl- und Alkyl-Carbanionen mit Akzeptor-Substituenten in α-Stellung. Eine MO-Studie zur Konfiguration der Anionen und Acidität der entsprechenden CH-Säuren / Cyclopropyl and Alkyl Carbanions with Acceptor Substituents in α-Position. An MO Study of the Configuration of the Anions and the Acidity of the Corresponding CH Acids