ジルコノセンジクロリド 化学特性,用途語,生産方法
外観
白色～わずかにうすい赤褐色、結晶～粉末
説明
Bis(cyclopentadienyl)zirconium(IV) Dichloride or zirconocene dichloride is one of numerous organo-metallic compounds (also known as metalorganic, organo-inorganic and metallo-organic compounds) sold by American Elements under the trade name AE Organo-Metallics
TM. As is the case for other transition metal metallocenes, bis(cyclopentadienyl)zirconium(IV) dichloride is most often used as a catalyst.
化学的特性
Bis(cyclopentadienyl)zirconium dichloride is a white crystals. Soluble in
polar organic solvents. Stable in dry air, very slowly
hydrolyzes in moist air.
使用
Bis(cyclopentadienyl)zirconium dichloride is used for for Stereoselective Glycosidation. It is also used in the catalyzed transamidation of primary amides with amines. Zirconocene dichloride can also be used to prepare the Negishi reagent,in oxidative cyclisation reactions. Other applications include it is used to promote greener amidations of carboxylic acids and amines in catalytic amounts. This technology avoids the requirement of preactivation of the carboxylic acid or use of coupling reagents.
製造方法
Synthesis of zirconium dichlorodichloride
A stirring magnet was placed in a 500 mL three-necked flask, fitted with a constant pressure dropping funnel and reflux condenser, evacuated, and replaced with pure nitrogen three times. The flask was added with 50mL of toluene and 22.3g (0.1mol) of ZrCl4, and the suspension was made by turning on the stirring. Add the THF solution of sodium cyclopentadienylide to a constant pressure dropping funnel, add dropwise at room temperature, keep the reaction solution slightly boiling, after the dropwise addition, continue the reaction for 2h. Under the heating of oil bath at 50℃, evaporate the solvent under reduced pressure to obtain a yellow solid. Put the solid into a soxhlet extractor and extract with CHCl3. Most of the solvent in the extract was evaporated under reduced pressure, and the solid was precipitated after cooling and filtered. The product was washed with a small amount of CHCl3 and dried under vacuum, yielding 20.2g of white crystals, 69% yield.
一般的な説明
This product has been enhanced for catalytic efficiency.
空気と水の反応
Bis(cyclopentadienyl)zirconium dichloride is extremely unstable when exposed to air. Decomposes in water .
反応プロフィール
Bis(cyclopentadienyl)zirconium dichloride is incompatible with water, acids, bases, alcohols and halogens.
危険性
Toxic by inhalation and skin contact, irritant
to eyes and mucous membranes.
火災危険
Flash point data for Bis(cyclopentadienyl)zirconium dichloride are not available, but Bis(cyclopentadienyl)zirconium dichloride is probably combustible.
安全性プロファイル
Poison by
intraperitoneal route. Mutation data
reported. When heated to decomposition it
emits toxic fumes of Zr and Cl-.
純化方法
Recrystallise the dichloride from CHCl3 or xylene and dry it in a vacuum. 1H NMR (CDCl3) : 6.52 from Me4Si. Store it dry in the dark under N2. [Reid et al. Aust J Chem 18 173 1965, Beilstein 16 IV 1770.]
ジルコノセンジクロリド 上流と下流の製品情報
原材料
準備製品