顺,顺-1,3,5-三胺基环己烷

顺,顺-1,3,5-三胺基环己烷
	IUPAC名; (1s,3s,5s)-Cyclohexane-1,3,5-triamine
别名	TACH；cis,cis-Cyclohexane-1,3,5-triamine
识别
CAS号	26150-46-9
PubChem	427712
ChemSpider	19549297
SMILES	C1[C@@H](C[C@@H](C[C@@H]1N)N)N;
性质
化学式	C6H15N3
摩尔质量	129.2 g·mol−1
外观	无色液体
沸点	285 °C（558 K）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

顺,顺-1,3,5-三胺基环己烷是一种有机化合物，化学式为(CH₂CHNH₂)₃。它属于三胺。在三胺基环己烷的众多同分异构体中，顺,顺-1,3,5-衍生物引起了关注，因为它是一种常见的三足配体（英语：tripodal ligand），缩写为tach。它是一种无色的油状液体，也是常用的三齿配体。

它由环己烷的三氨基甲酸酯制备。这个三氨基甲酸酯由环己烷三羧酸开始通过库尔提斯重排反应生成。^[1]

Structure of [Ni(TACH)(H₂O)₃]²⁺ (color code: blue = nitrogen, red = oxygen; dark blue = nickel).^[2]

参考文献

^ Bowen, Tom; Planalp, Roy P.; Brechbiel, Martin W. An improved synthesis of cis,cis-1,3,5-triaminocyclohexane. Synthesis of novel hexadentate ligand derivatives for the preparation of gallium radiopharmaceuticals. Bioorganic & Medicinal Chemistry Letters. 1996, 6 (7): 807–810. doi:10.1016/0960-894X(96)00110-2.
^ Schwarzenbach, Gerold; Bürgi, Hans-Beat; Jensen, William P.; Lawrance, Geoffrey A.; Mønsted, Lene; Sargeson, Alan M. Acid cleavage of nickel(II) complexes containing cis,cis-1,3,5-cyclohexanetriamine (TACH), crystal structure of [Ni(tach)(H₂O)₃](NO₃)₂, and a correlation between the structure and reactivity of nickel–polyamine complexes. Inorganic Chemistry. 1983, 22 (26): 4029–4038. doi:10.1021/ic00168a042.

[1] Bowen, Tom; Planalp, Roy P.; Brechbiel, Martin W. An improved synthesis of cis,cis-1,3,5-triaminocyclohexane. Synthesis of novel hexadentate ligand derivatives for the preparation of gallium radiopharmaceuticals. Bioorganic & Medicinal Chemistry Letters. 1996, 6 (7): 807–810. doi:10.1016/0960-894X(96)00110-2.

[2] Schwarzenbach, Gerold; Bürgi, Hans-Beat; Jensen, William P.; Lawrance, Geoffrey A.; Mønsted, Lene; Sargeson, Alan M. Acid cleavage of nickel(II) complexes containing cis,cis-1,3,5-cyclohexanetriamine (TACH), crystal structure of [Ni(tach)(H₂O)₃](NO₃)₂, and a correlation between the structure and reactivity of nickel–polyamine complexes. Inorganic Chemistry. 1983, 22 (26): 4029–4038. doi:10.1021/ic00168a042.

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相关配体

参考文献