トリフルオロメタンスルホン酸スカンジウム(ＩＩＩ)

危険有害性情報のコード(GHS)

• 絵表示(GHS)

  

• 注意喚起語

  Warning

• 危険有害性情報

  H315：皮膚刺激

  H319：強い眼刺激

  H335：呼吸器への刺激のおそれ

• 注意書き

  P261：粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。

  P304+P340：吸入した場合：空気の新鮮な場所に移し、呼吸しやすい 姿勢で休息させること。

  P305+P351+P338：眼に入った場合：水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。

  P405：施錠して保管すること。

トリフルオロメタンスルホン酸スカンジウム(ＩＩＩ) 価格

トリフルオロメタンスルホン酸スカンジウム(ＩＩＩ) 化学特性,用途語,生産方法

• 外観

  白色〜ほとんど白色, 粒状又は塊

• 溶解性

  水にほとんど溶けない。

• 用途

  CC結合反応、有機合成用触媒

• 説明

  Scandium trifluoromethanesulfonate, commonly called Scandium(III) triflate, is a chemical compound with formula Sc(SO3CF3)3, a salt consisting of scandium cations Sc3+ and triflate SO3CF3? anions.
  Scandium(III) triflate is an extremely active, efficient, recoverable and reusable acylation catalyst. Its an important catalyst for the Friedel-Crafts acylation, Diels-Alder reactions and other carbon-carbon bond-forming reactions. It also stereochemically catalyzes the radical polymerization of acrylates. Scandium(III) triflate complex of (4′S,5′S)-2,6-bis[4′-(triisopropylsilyl)oxymethyl-5′-phenyl-1′,3′-oxazolin-2′-yl]pyridine has been employed as catalyst for the asymmetric Friedel-Crafts reaction between substituted indoles and methyl (E)-2-oxo-4-aryl-3-butenoates.

• 化学的特性

  White powder

• 使用

  Scandium(III) trifluoromethanesulfonate is widely used as a catalyst in hydrothiolation, selective two-electron reduction of oxygen by ferrocene derivatives and vinylogous Fridel-crafts alkylation of indoles and pyrrole in water. It is involved in the Mukaiyama aldol addition and stereochemically catalyzes the radical polymerization of acrylates. It acts as a Lewis acid catalyst and used in the synthesis of bullvalone via a stabilized sulfur ylide.

• 主な応用

  Scandium(III) triflate was used as a catalyst in:
  Hydrothiolation reaction of aromatic and aliphatic thiols.
  Selective two-electron reduction of O2 by ferrocene derivatives.
  Vinylogous Friedel-Crafts alkylation of indoles and pyrroles in water.
  Synthesis of β-cyanoketones.
  Combination with triethylsilane to reductively open functionalized pyranoside rings.
  The key steps of synthesis of bullvalone via a stabilized sulfur ylide.

• 製造方法

  Scandium triflate (Scandium trifluoromethanesulfonate) can be prepared from the corresponding oxide (Sc2O3) and aqueous trifluoromethanesulfonic acid (TfOH). After filtration and concentration of the clear aqueous solution in vacuo, the resulting hydrated salt is dried in vacuo (<1 mmHg) at 200?°C for 40 h to afford the anhydrous triflate stored over P2O5.

• 反応性

  2. Water tolerant Lewis acid.
  4. Commonly used in a range of Lewis acid catalyzed reactions.
  6. Efficient metal source for Lewis acid catalyzed asymmetric reactions.
  8. Catalyzes Friedel-Crafts alkylation, acylation and related reactions.
  10. Catalyzes various domino- and multi-component processes.
  12. Catalyzes electrophilic additions of alpha-diazoesters with ketones.
  14. Catalyzes carbon insertion reactions.
  
  
  

• 一般的な説明

  Scandium(III) triflate is an extremely active, efficient, recoverable and reusable acylation catalyst. Its an important catalyst for the Friedel-Crafts acylation, Diels-Alder reactions and other carbon-carbon bond-forming reactions. It also stereochemically catalyzes the radical polymerization of acrylates. Scandium(III) triflate complex of (4′S,5′S)-2,6-bis[4′-(triisopropylsilyl)oxymethyl-5′-phenyl-1′,3′-oxazolin-2′-yl]pyridine has been employed as catalyst for the asymmetric Friedel-Crafts reaction between substituted indoles and methyl (E)-2-oxo-4-aryl-3-butenoates.

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