ON THE APPLICATIONS OF GRIGNARD’S REACTION. 297 
(1) the formation of the magnesium alkyl (or aryl) halide, and (2) the 
transformation of this into an ether complex. 
Tschelinzeff! next points out that, after all, those ether complexes 
were characterised by Grignard and Blaise subsequently to heating the 
Grignard reagent under diminished pressure. It is not justifiable to 
assume, as is generally done, that those same complexes actually exist 
under the conditions which obtain when the Grignard reagent is made in 
the usual manner. Tschelinzeff, in his previous paper (oc, cit.), although 
actually showing that at least one ether complex is formed, does not prove 
that the formation of additional complexes is impossible. Now Zelinsky ” 
has obtained the compound Mgl,,2(C,H,;),0, and Tschelinzeff the com- 
pound MeI,,4(C,H;),0. The analogy is accordingly drawn between 
the formule 
(C,H,),0I, Mg. 1(C,H,),0 and BR. Mg. 1(C,H,),0 
Now, since the magnesium iodide complex 
[(C,H;),0], . Mg . I[(C,H;),0], 
is known, the question naturally suggested itself as to the possibility of 
analogous ether complexes of the type R.. Mg.I{(C,H;),O],. The com- 
pounds 
C,H,MgI,2(C,H,),0 and C,H,,MgI,2(C,H,),0 
were accordingly isolated. 
These results, based on analytical and thermochemical experiments, 
prove conclusively, according to Tschelinzeff, that in the preparation of 
magnesium organic compounds by Grignard’s method one obtains ether 
complexes with two molecules of ether, for which the formulation 
C,H, MgR 
Poe Ds 
On,” “I:0 
Nou, 
is suggested.’ 
Tschelinzeff‘ also shows that the ‘individual’ magnesium organic 
compounds are also capable of forming complexes with tertiary amines, 
thus :— 
MgR 
RRRNC 
Nr 
These aminates are analogous to monoetherates, No complexes have yet 
been described analogous to dietherates. 
The question of the constitution of the oxonium compounds formed in 
the preparation of the Grignard reagent by the ordinary method, is still 
however under discussion, ‘Tschelinzeff® points out that if Baeyer’s 
formulation 
aes Mek 
R“ \x 
1 Ber., 1906, 39, 773. 
2 J. Russ. Phys. Chem. Soc., 1903, 35, 399. 
% Compare also Tschelinzeff, Ber., 1906, 39, 1674, 1682, 1686. 
+ Ihid., 1907, 40, 1487, ® Compt. rend., 1907, 144, 90, 
