Valeroyl nitrate

A mixture containing valeroyl nitrate, prepared at ca. 20° from excess valeroyl anhydride and 90%-HNOg, dropped through a glass tube packed with glass helices and heated to ca. 290° 1-nitrobutane. Y 56.5%. Prim., sec., tert., as well as ar. nitro compds. can be prepared by this method without isomerization. This makes decarboxylative nitration the most broadly applicable and for many nitroalkanes the best of the known syntheses. F. e. s. G. B. Bachman and T. F. Biermann, J. Org. Chem. 55, 4229 (1970). 

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