N,N,N',N'-四甲基乙二胺

• 产品号: A12536
• CAS号: 110-18-9
• 分子式: C6H16N2
• 分子量: 116.20464
• 纯 度: 99%

产品别名

• 标题: N,N,N',N'-Tetramethylethylenediamine
• IUPAC标准名: [2-(dimethylamino)ethyl]dimethylamine
• IUPAC传统名: temed
• 别名: 1,2-Bis(dimethylamino)ethane; TMEDA

产品登记号

• MDL号: MFCD00008335
• Beilstein号: 1732991
• EC号: 203-744-6
• CAS号: 110-18-9

产品性质

• 纯度: 99%
• 沸点: 120-122°C
• 密度: 0.775
• 闪点: 18°C(62°F)
• 熔点: -55°C
• 折射率: 1.4180
• GHS危险声明: H225-H314-H302-H332
• 欧盟危险性物质标志: X
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• 危险公开号: 11-20/22-34
• RTECS编号: KV7175000
• 安全公开号: 16-26-36/37/39-45
• 保存注意事项: Air & Moisture Sensitive
• TSCA收录: 是
• 联合国危险货物等级: 3
• 联合国危险货物编号: UN2372
• 联合国危险货物包装类别(PG): II

参考文献

• In catalytic amounts, produces up to a 20-fold increase in reaction rate in aqueous Michael additions catalyzed by ytterbium triflate: J. Org. Chem., 71, 352 (2006).
• Widely used complexing agent in lithiation reactions, often giving enhanced reactivity in otherwise difficult metallations: J. Am. Chem. Soc., 92, 4664 (1970). Subsequent work by Collum and others indicated that the situation may be much less straightforward than was previously thought, but the effect of TMEDA is likely to be most pronounced in the absence of strong donor solvents such as THF. For a discussion of the factors involved, see: Acc. Chem. Res., 25, 448 (1992). Under some conditions also, TMEDA itself may undergo lithiation: Organometallics, 13, 5173 (1994).
• Used in combination with alkyllithiums in the ortho-metallation of aromatics; see, e.g.: Org. Synth. Coll., 6, 478 (1988); Org. Synth. Coll., 9, 559 (1998). For discussion of the dramatic acceleration of the rate of ortho-lithiation of anisole in the presence of TMEDA, effective also in sub-stoichiometric amounts, see: Tetrahedron Lett., 35, 385 (1994). See also Tetrahedron Lett., 35, 401 (1994), J. Org. Chem., 62, 3024 (1997) for further discussion of the role of TMEDA in ortho-metallation.
• The oxidative coupling of terminal acetylenes to diynes, by O₂ in the presence of CuCl, is improved by addition of TMEDA as a complexing agent: J. Org. Chem., 27, 3320 (1962). For example and discussion, see: Org. Synth. Coll., 8, 63 (1993):