シクロブタノン

危険有害性情報のコード(GHS)

• 絵表示(GHS)

  

• 注意喚起語

  Danger

• 危険有害性情報

  H225：引火性の高い液体および蒸気

• 注意書き

  P210：熱/火花/裸火/高温のもののような着火源から遠ざ けること。－禁煙。

  P233：容器を密閉しておくこと。

  P240：容器を接地すること/アースをとること。

  P241：防爆型の電気機器/換気装置/照明機器/．．．機器を使 用すること。

  P242：火花を発生させない工具を使用すること。

  P243：静電気放電に対する予防措置を講ずること。

シクロブタノン 価格

MSDS Information

• Cyclobutanone

シクロブタノン 化学特性,用途語,生産方法

• 外観

  無色～うすい黄色、液体

• 用途

  有機合成原料。

• 応用

  シクロブタノンは一般的な化学物質であり有機合成化学や材料科学で重要な役割を果たしていますこの化合物は化学式で表されるC4H6Oという構造を持っており四員環ケトンの一種です

• 使用上の注意

  不活性ガス封入

• 化学的特性

  Clear colourless to slightly yellow liquid

• 使用

  Cyclobutanone is used in preparation of cyclobutane derivatives. It is used as a starting material for aminocyclobutanecarboxylic acid through sulfonyloxiranes. It is also used to prepare dihydro-furan-2-one in presence of polystyrene-bound phenylselenic acid as catalyst. Further, it is involved in the photochemical synthesis of nucleoside analogues such as bicyclic nucleosides and isonucleosides.

• 製造方法

  The Russian chemist Nikolai Kischner first prepared cyclobutanone in 1905. He synthesized cyclobutanone in a low yield from cyclobutanecarboxylic acid in several reaction steps.
  Another synthesis of cyclobutanone involves lithium-catalyzed rearrangement of oxaspiropentane, which is formed by epoxidation of the easily accessible methylenecyclopropane.

• 化学性质

  シクロブタノンは無色の液体であり特有の甘く鋭い匂いがあります沸点は約155°Cと比較的高く可燃性がありますこの化合物は光や熱に対して比較的安定でありながらも酸化によって容易に分解することができるため多くの化学反応で有用です

• 生産方法

  シクロブタノンは通常クロロプレンまたはブタジエンといった成分の酸化的環化によって合成されます合成の一般的な方法は触媒としてパラジウム化合物を用い中間体を経由して最終的にシクロブタノンを生成するプロセスです

• 合成

  In a 2-L, three-necked, round-bottomed flask equipped with a reflux condenser are placed 250 mL of water, 48 mL (ca. 0.55 mol) of concentrated hydrochloric acid, and 49.5 g (0.65 mol) of cyclopropylcarbinol; the reaction mixture is refluxed for ca. 100 min. The flask is then immersed in an ice bath equipped with a mechanical stirrer, a thermometer, and a dropping funnel (using a three-way adapter, parallel sidearm), and the reflux condenser is replaced by an ethanol–dry ice trap connected to a U-tube immersed in an ethanol–dry ice bath to ensure condensation of the very volatile cyclobutanone. The flask is charged with an additional 48 mL (ca. 0.55 mol) of concentrated hydrochloric acid in 200 mL of water and 440 g (3.5 mol) of oxalic acid dihydrate. The heterogeneous mixture is stirred for ca. 15 min to saturate the solution with oxalic acid. A solution of 162 g (1.62 mol) of chromium trioxide in 250 mL of water is added dropwise with stirring at such a rate that the temperature of the reaction mixture is kept between 10°C and 15°C (NaCl–ice bath, −5°C to −10°C) and the generation of carbon dioxide remains gentle. After the oxidation is completed, the ice bath is removed and stirring is continued for ca. 1 hr to bring the reaction mixture to room temperature.
  The reaction mixture is poured into a 2-L separatory funnel and extracted with four 200-mL portions of methylene chloride. The extracts (the lower phase) are combined, dried over anhydrous magnesium sulfate containing a small amount of anhydrous potassium carbonate (to remove traces of hydrochloric acid), and filtered, and the filtrate is concentrated by distillation through a vacuum-insulated silvered column packed with glass helices and equipped with an adjustable stillhead, until the pot temperature rises to 80°C. The crude product is then transferred to a 100-mL flask and distilled through the same column (reflux ratio 10:1) to give 14–16 g (0.20–0.23 mol), 31–35% overall yield (based on pure cyclopropyl carbinol) of cyclobutanone.
  

• 概要

  シクロブタノンはその独特な化学的特性と応用の広さにより材料科学や有機化学の分野で非常に重要な物質です今後も様々な分野での新しい応用が期待されておりその発展が楽しみな化合物の一つです

• 純化方法

  Treat cyclobutanone with dilute aqueous KMnO4, dry it with molecular sieves and fractionally distil it. Purify it via the semicarbazone, then regenerate the ketone, dry it (CaSO4), and distil it in a stainless steel spinning-band (or Vigreux, p 11) column. Alternatively, purify it by preparative gas chromatography using a Carbowax 20-M column at 80o. (This treatment also removes acetone). The oxime has m 84-85o (from pet ether) and the semicarbazone has m 212-212-5o (220-221o from MeOH or H2O, Buchanan et al. J Am Chem Soc 64 2701 1942). [Salaun Org Synth 57 36 1977, Fitzer & Quabeck Synthesis 299 1987, Beilstein 7 IV 3.]

シクロブタノン 上流と下流の製品情報

シクロブタノン 生産企業

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シクロブタノン スペクトルデータ(¹HNMR、IR1、Raman)

1191-95-3, シクロブタノン キーワード