리튬테트라메틸피페리다이드

그림문자(GHS)

• 그림문자(GHS)

  

• 신호 어

  Danger

• 유해·위험 문구

  H261：물과 접촉시 인화성가스를 발생시킴

  H314：피부에 심한 화상과 눈에 손상을 일으킴

• 예방조치문구

  P231+P232：불활성 기체 하에서 취급하고, 습기를 방지하시오.

  P280：보호장갑/보호의/보안경/안면보호구를 착용하시오.

  P305+P351+P338：눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.

  P310：즉시 의료기관(의사)의 진찰을 받으시오. 삼켰다면 즉시 의료기관(의사)의 도움을 받으시오.

  P422：적절한 물질을(를) 충진하여 보관하시오.

리튬테트라메틸피페리다이드 화학적 특성, 용도, 생산

• 용도

  Lithium 2,2,6,6-tetramethylpiperidide is a strong base and can be used:
  
  • For the synthesis of enamines from terminal epoxides through trans-α-lithiated epoxide as an intermediate.
  • For ortholithiation of arenes such as 1,3-bis(trifluoromethyl)benzene, 4,4-dimethyl-2-phenyl-2-oxazoline, 1,4-bis(trifluoromethyl)benzene and 1,3-dimethoxybenzene.
  • In combination with Lewis donor ligand, N,N,N′,N′-tetramethylethylenediamine (TMEDA) for deprotonative metalation of methoxy-substituted arenes.{21]
  
  

• 주요 응용

  Lithium 2,2,6,6-Tetramethylpiperidide (LTMP) is a strong, highly hindered, nonnucleophilic base (pKa = 37.3) capable of selective deprotonation of aromatics, heteroaromatics, and aliphatic C-H acidic sites in the presence of a variety of functional groups; also compatible with several electrophiles for in situ quenching of kinetically derived lithiated species.

• 제조 방법

  Preparative Method of Lithium 2,2,6,6-Tetramethylpiperidide: prepared in Et2O or THF solutions immediately before use by treatment of commercially available dry 2,2,6,6-Tetramethylpiperidine with n-Butyllithium (1:1). Tetramethylpiperidine is dried by heating a mixture of the base with CaH2 at reflux for 4 h in a preflamed flask, followed by distillation at atmospheric pressure (bp 152 °C). It should be stored in a septum sealed bottle.

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