Diethylmagnesium

Ziegler-Natta polymerization and hydrogenation catalyst. Also, it is used as intermediate in organic syntheses. 

Colorless liquid occurs as a dimer boils at 194 C (381 F) density 0.83 g/mL at 25 C (77°F) soluble in ether, hexane, isooctane reacts violently with water, alcohol, chloroform, carbon tetrachloride, and many other solvents. 

Triisobutylaluminum is used as a reducing agent. It is also used in combination with transition metal compounds as a Ziegler-Natta catalyst in polymerization and hydrogenation reactions. A dilute solution of the compound is employed in commercial applications. 

Colorless liquid exists as a monomer decomposes above 50°C (122°F) solidifies at 6 C (42 F) density 0.78 g/mL at 25 C soluble in ether, hexane and toluene reacts explosively with water. 

It is a highly pyrophoric compound, igniting spontaneously in air. The flash point is measured to be —18°C (—1°F) (Aldrich 

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However, when it is obtained by pyrolysis of diethylmagnesium or by reaction of diethylmagnesium and LiAlH (11), it is very reactive with both air and water. This difference in reactivity mainly results from the much finer particle size of the product obtained by the pyrolysis route. 

Diethyllead dinitrate, 1692 Diethylmagnesium, 1687 Diethyl telluride, 1717 Diethylzinc, 1718 Diisobutylzinc, 3081 Diisopentylmercury, 3368 Diisopentylzinc, 3371 Diisopropylberyllium, 2535 Dimethylberyllium, 0890... 

Lithium aluminum hydride and alanes are frequently used for the preparation of hydrides of other metals. Diethylmagnesium is converted to magnesium hydride [777], trialkylchlorosilanes are transformed to trialkylsilanes... 

Another hydride, magnesium hydride prepared in situ from lithium aluminum hydride and diethylmagnesium, reduced terminal alkynes to 1-alkenes in 78-98% yields in the presence of cuprous iodide or cuprous r rt-butoxide, and 2-hexyne to pure cij-2-hexene in 80-81% yields [///]. Reduction of alkynes by lithium aluminum hydride in the presence of transition metals gave alkenes with small amounts of alkanes. Internal acetylenes were reduced predominantly but not exclusively to cis alkenes [377,378]. 

The reaction enthalpies for the acetolysis reaction given in equation 17 are discussed as a measure of ring strain as compared to the strainless and monomeric diethylmagnesium. 

The only magnesium compounds for which structures have been reported that contain electron-deficient bonds are those of dimethyl (123)- and diethylmagnesium (124). The structure common to these two derivatives is XXI, and the data for these compounds along with those from a variety of other organomagnesium derivatives are collected in Table VI for comparison. Clearly, insufficient data are available to draw any specific conclusions concerning the electron-deficient derivatives, but no unexpected deviations appear in the compounds studied. 

It was early reported12 that the action of hexyne-1 on diethylmagnesium in solvent diethylether proceeded by the two competitive consecutive second-order reactions (12) (R = Et) and (13) (R = Et). 

For the reaction of diethylmagnesium with BuCCH and BuCCD a value for kH/kD of 2.8 was recorded12. Later workers21 also interpreted the action of hexyne-1 on dialkylmagnesiums in terms of reactions (12) and (13) the various rate coefficients are collected in Table 1, and lead21 to a reactivity sequence... 

Under the concentrations, about 0.5 M, used in the kinetic studies association factors are 1.6 for dimethylmagnesium and 1.2 for diethylmagnesium in diethyl-ether18 the dipropylmagnesiums might well have association factors close to unity. It is thus quite probable that the reactive species in these acidolyses is monomeric R2Mg, and that reaction (12) proceeds through a cyclic transition state such as... 

Diethylhydrogallium, see Diethylgallium hydride, 1715 Diethylhydroxytin hydroperoxide, 1757 Diethyllead dinitrate, 1686 Diethylmagnesium, 1681 Diethylmethylphosphine, 2030 Diethyl 4-nitrophenyl phosphate, 3323 Diethyl 4-nitrophenyl thionophosphate, 3322 t 3,3-Diethylpentane, 3193 Diethyl peroxide, 1693 Diethyl peroxydicarbonate, 2440 Diethylphosphine, 1728 N- (D i ethylphosphinoy 1) h yd ro x y I a m i n e, 1746 Diethyl phosphite, 1727 Diethyl succinate, 3026 Diethyl sulfate, 1704 Diethyl sulfite, 1703 Diethyl telluride, 1711 Diethylthallium perchlorate, 1676 Diethyl trifluoroacetosuccinate, 3314 Diethylzinc, 1712... 

Diethyllead dinitrate, 1686 Diethylmagnesium, 1681 Diethylzinc, 1712 Diisobutylzinc, 3075 Diisopentylmercury, 3362 Diisopentylzinc, 3365 DiisopropylberyIlium, 2530 Dimethyl-1 -propynylthallium, 1932 Dimethylberyllium, 0886... 

Diethylmagnesium, Mg(C2H5)2, is described as a pyrophoric compound that is violently reactive to water and steam and that self-ignites in air, burning even in a carbon dioxide atmosphere. Describe the significance of this description in terms of reactivity, susceptibility to hydrolysis or oxidation, and potential toxic effects. 

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