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|Section2= |Section3= |Section4= |Section5= }} Tetramethylethylenediamine (TMEDA or TEMED) is a chemical compound with the formula (CH3)2NCH2CH2N(CH3)2. This species is derived from ethylenediamine by replacement of the four N-H groups with four N-methyl groups. It is a colourless liquid, although old samples often appear yellow. Its odor is remarkably similar to that of rotting fish. ==As a reagent in organic and inorganic synthesis== TMEDA is widely employed as a ligand for metal ions. It forms stable complexes with many metal halides, e.g. zinc chloride and copper(I) iodide, giving complexes that are soluble in organic solvents. In such complexes, TMEDA serves as a bidentate ligand. TMEDA has an affinity for lithium ions.〔 When mixed with n-butyllithium, TMEDA's nitrogen atoms coordinate to the lithium, forming a cluster of higher reactivity than the tetramer or hexamer that n-butyllithium normally adopts. BuLi/TMEDA is able to metallate or even doubly metallate many substrates including benzene, furan, thiophene, N-alkylpyrroles, and ferrocene.〔 Many anionic organometallic complexes have been isolated as their ()+ complexes. In such complexes ()+ behaves like a quaternary ammonium salt, such as ()+. : It is also worth noting that sBuLi/TMEDA is also a useful combination in organic synthesis. Utilization of this is useful in cases where the n-butyl anion is able to add into the starting material due to its weak nucleophilic nature. TMEDA is still capable of forming a metal complex with Li in this case as mentioned above. 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「tetramethylethylenediamine」の詳細全文を読む スポンサード リンク
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