A Grignard reagent is commonly represented by the formula RMgX. It has been established, however, that the following equilibrium exists in such a reagent (1, 2, 3). 2RMgXR2Mg + MgX2. The assumption has been made that almost without exception the reactions of RMgX and R2Mg are the same and that therefore the representation of the reagent as RMgX is permissible. One of the first exceptions noted was in the reaction between alkyl sulfonates and the Grignard reagent (4, 5, 6). In this work it was shown that each component in the above equilibrium has a different effect in the reaction.
Proceedings of the Iowa Academy of Science
©1940 Iowa Academy of Science, Inc.
Coleman, George H. and Leeper, Robert W.
"Cyanogen Chloride with Organomagnesium Compounds,"
Proceedings of the Iowa Academy of Science, 47(1), 201-205.
Available at: https://scholarworks.uni.edu/pias/vol47/iss1/39