1,3-ジメシチルイミダゾリウムクロリド

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。

  P264：取扱い後は皮膚をよく洗うこと。

  P264：取扱い後は手や顔をよく洗うこと。

  P271：屋外または換気の良い場所でのみ使用すること。

  P280：保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。

  P302+P352：皮膚に付着した場合：多量の水と石鹸で洗うこと。

  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。

1,3-ジメシチルイミダゾリウムクロリド 価格

1,3-ジメシチルイミダゾリウムクロリド 化学特性,用途語,生産方法

• 外観

  白色～桃色、結晶性粉末～粉末

• 用途

  有機合成触媒。

• 化学的特性

  off-white to beige powder

• 使用

  1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride is used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases. For use in the Pd-catalyzed cross-coupling of aryl Grignards with aryl chlorides (Kumada reaction). Many examples have been recorded of the use of NHC ligands in the Suzuki coupling reaction, for examples utilizing 1,3-dimesitylimidazol-2-ylidene, in the coupling of arylboronic acids with relatively unreactive aryl chlorides.

• 製造方法

  In a flask, the imine(3 g, 10 mmol) was dissolved in tetrahydrofuran(25 ml), followed by dropwise addition of chloromethyl ethyl ether(1.04 g, 11 mmol). the mixture was stirred under N2 at 40 °C for 18 h, and then ethyl ether(25 ml) was added to separate white solid. The solid was filtered and washed with ethyl ether. Finally, the white solid was dried under vacuum affording 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride.
  
  

• 反応性

  Precursor to the nucleophilic carbene that serves as a bulky, electron-rich "phosphine mimic" for metal-catalyzed reactions.
  (a) Palladium-catalyzed Suzuki cross-coupling of aryl chlorides.
  (b) Palladium-catalyzed Kumada cross-coupling of aryl chlorides.
  (c) Ruthenium-carbene catalysts for ring-closing metathesis.
  (d) Suzuki coupling of aryltrimethylammonium salts.
  (e) Sonogashira coupling of aryl bromides.
  Precursor to a nucleophilic carbene that serves as catalyst.
  Ligand for arylation of aldehydes.
  Ligand for carbene catalyzed intermolecular arylation of C-H bonds.
  Catalyst for boron conjugate additions to cyclic and acyclic α,β-unsaturated carbonyls.
  Ligand for dehydrogenative cyclocondensation of aldehydes, alkynes, and dialkylsilanes.
  Precursor for carbene for conjugate silylation of alpha, beta-unsaturated carbonyls.
  
  
  

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