Reactions of 1-haloadamantanes and ethylmercury chloride with nitronate anions by the S RN 1 mechanism

AN Santiago, SM Basso, CA Toledo…

Index: Santiago, Ana N.; Basso, Silvana M.; Toledo, Carlos A.; Rossi, Roberto A. New Journal of Chemistry, 2005 , vol. 29, # 7 p. 875 - 880

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Citation Number: 5

Abstract

Secondary or tertiary nitro compounds can be easily obtained by photostimulated reaction of the anions corresponding to primary or secondary nitroalkanes with either 1- iodoadamantane (1-AdI) or ethylmercury chloride (EtHgCl) by the SRN1 mechanism. Only 1- AdI requires the presence of the enolate anion of acetone as an entrainment reagent. The procedure works well with the nitroanions derived from 1-nitropentane, nitroethane or 6- ...