順,順-1,3,5-三氨基環己烷

順,順-1,3,5-三氨基環己烷
	IUPAC名; (1s,3s,5s)-Cyclohexane-1,3,5-triamine
別名	TACH；cis,cis-Cyclohexane-1,3,5-triamine
識別
CAS編號	26150-46-9
PubChem	427712
ChemSpider	19549297
SMILES	C1[C@@H](C[C@@H](C[C@@H]1N)N)N;
性質
化學式	C6H15N3
摩爾質量	129.2 g·mol−1
外觀	無色液體
沸點	285 °C（558 K）
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

順,順-1,3,5-三氨基環己烷是一種有機化合物，化學式為(CH₂CHNH₂)₃。它屬於三胺。在三氨基環己烷的眾多同分異構體中，順,順-1,3,5-衍生物引起了關注，因為它是一種常見的三足配體（英語：tripodal ligand），縮寫為tach。它是一種無色的油狀液體，也是常用的三齒配體。

它由環己烷的三氨基甲酸酯製備。這個三氨基甲酸酯由環己烷三羧酸開始通過庫爾提斯重排反應生成。^[1]

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

參考文獻

^ 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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相關配體

參考文獻