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外観
白色～淡黄色、結晶性粉末～粉末
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用途
この化合物は有機合成においてアルケン、アルキンのさまざまな変換に使われる。
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用途
この化合物は有機合成においてアルケン、アルキンのさまざまな変換に使われる。
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使用上の注意
アルゴン封入
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化学的特性
Dicyclopentadienylzirconium hydride chloride, zirconocene hydride chloride, Schwartz’s reagent, Cp2ZrHCl (Cp = C5H5), is a white microcrystalline powder, mp >300℃(dec.). Under the influence of light or heat the color changes to pink, then gradually to dark red. The compound is sensitive to moisture; it is virtually insoluble in the usual organic solvents such as ethers, consistent with its polymeric character. It dissolves in halogenated solvents with evolution of heat, forming Cp2ZrClX, where X = Cl, Br, or I.
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使用
Functionalization of unsaturated systems via an organozirconium intermediate. Schwartz’s reagent is used in limited
amounts in organic synthesis for the selective
hydrozirconation of alkenes and alkynes. The
reaction takes place rapidly and quantitatively at
room temperature, forming zirconium alkyls or
alkenyls that may be converted into useful functionalized derivatives. For example, reaction with
carbon monoxide followed by removal of the
zirconium-containing part of the molecule yields
a variety of carbonyl compounds.
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純化方法
It is moisture and light sensitive. Determine its purity by reaction with a slight excess of Me2CO whereby the active H reacts to produce Cp2ZrClOPri and the integrals of the residual Me2CO in the 1H NMR will show its purity. The presence of Cp2ZrH2 can be determined because it forms Cp2Zr(OPri)2. For a very active compound, it is best to prepare it freshly from the dichloride (see below) by reduction with Vitride [LiAl(OCH2CH2OH)2H2], the white precipitate is filtered off, washed with tetrahydrofuran, then Et2O and dried in a vacuum. Store it dry in the dark. [Carr & Schwartz J Am Chem Soc 101 3521 1979, Negishi & Takahashi Synthesis 1 1988, Beilstein 16 IV 1770.]
