トリブチルホスフィン 化学特性,用途語,生産方法
外観
無色～わずかにうすい黄色、澄明の液体
溶解性
エタノール及びアセトンに極めて溶けやすく、水にほとんど溶けない。
解説
トリブチルホスフィン，三ハロゲン化リンと対応するグリニャール試薬との反応により合成される．無色の液体．沸点240～242.2 ℃．1.4614．0.8118．悪臭を放ち有毒である．エタノール，エーテルに可溶，水に不溶．遷移金属錯体の配位子として利用される．
用途
相間移動触媒、有機合成用。
用途
エポキシドと過酸化物の脱酸素の試薬、チイランの脱硫、ポリサルファイド
特長
光延反応試薬●立体反転を伴うエステル、アルコールの合成に使用されます。●光延試薬由来の副生物を抽出操作で容易に除去できます。(Wako Organic Square No.53, p7 (SEPTEMBER,2015))
使用上の注意
アルゴン封入
化学的特性
Tributylphosphine is a clear liquid with a nauseating odor. It reacts slowly with atmospheric oxygen, and rapidly with other oxidizing agents.
使用
Tributylphosphine is usually used as catalyst for Domino reactions of activated conjugated dienes with β,γ-unsaturated-α-ketoesters, [3+2]-Cycloadditions,Umpolung addition reactions,Reductive carbonylation, Allylation reactions.
反応性
Tributylphosphine (TBP) is a versatile chemical reagent similar to tributylamine but more reactive, showing catalytic activity in a variety of reactions.
(1) TBP reacts with oxygen to form the corresponding phosphine oxide (i.e., tributylphosphine oxide) according to the following reaction equation:
Since this reaction is very fast, the compound is usually handled under an inert atmosphere. Phosphine is also easily alkylated.
(2) TBP is used as an anionic polymerization initiator in the reaction of aldehydes, olefins, or active vinyl compounds. Condensation reactions are usually catalyzed by TBP. In some cases, TBP can induce condensation reactions that are not catalyzed by the corresponding amine. TBP catalysis has been used for isocyanates, active vinyl compounds, and epoxy esters
[1].
一般的な説明
Tributylphosphane is a colorless to yellowish liquid with a strong garlic-like odor. Tributylphosphane is insoluble in water. Tributylphosphane is liable to heat and ignite spontaneously in air. If involved in a fire phosphine gas, a highly flammable and toxic gas, will evolve. Tributylphosphane is irritating to mucous membranes.
空気と水の反応
Highly flammable. May ignite on contact with air or moist air. Insoluble in water.
反応プロフィール
Organophosphates, such as Tributylphosphane, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.
健康ハザード
Fire will produce irritating, corrosive and/or toxic gases. Inhalation of decomposition products may cause severe injury or death. Contact with substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution.
火災危険
Flammable/combustible material. May ignite on contact with moist air or moisture. May burn rapidly with flare-burning effect. Some react vigorously or explosively on contact with water. Some may decompose explosively when heated or involved in a fire. May re-ignite after fire is extinguished. Runoff may create fire or explosion hazard. Containers may explode when heated.
純化方法
Fractionally distil it under reduced pressure in an inert atmosphere (N2) through an 8inch gauze-packed column (b 110-111o/10mm) and redistil it in a vacuum, then seal it in thin glass ampoules. It is easily oxidised by air to tri-n-butylphosphine oxide, b 293-296o/745mm. It has a characteristic odour, it is soluble in EtOH, Et2O, and *C6H6 but is insoluble in H2O and less easily oxidised by air than the lower molecular weight phosphines. It forms complexes, e.g. with CS2 (1:1) m 65.5o (from EtOH). [Davies & Jones J Chem Soc 33 1929, Chernick & Skinner J Chem Soc 1401 1956, Beilstein 4 IV 3436.]
トリブチルホスフィン 上流と下流の製品情報
原材料
準備製品