Nitro and nitroso groups react with methylmagnesium halides (and other RMgX compounds) to give methane and some ethane. The gases so evolved make it necessary to correct for the ordinary determination of active hydrogen by means of the Zerewitinoff method. Accordingly, the new hydroxy structure proposed for o-nitrobenzaladehyde finds no support on the basis of gas evolved when treated with alkylmagnesium halides.
Proceedings of the Iowa Academy of Science
©1927 Iowa Academy of Science, Inc.
Gilman, Henry; Kirby, J. E.; Fothergill, R. E.; and Harris, S. A.
"Some Abnormal Reactions of Organomagnesium Halides,"
Proceedings of the Iowa Academy of Science, 34(1), 221-222.
Available at: https://scholarworks.uni.edu/pias/vol34/iss1/51