二乙基氰化鋁

化合物

二乙基氰化鋁(Nagata試劑)[3]是一種有機鋁化合物,化學式為((C
2
H
5
)
2
AlCN)
n
,它可用作α,β-不飽和酮的氫氰化反應的試劑。[4][5][6]

二乙基氰化鋁
Skeletal formula of diethylaluminium cyanide
IUPAC名
diethylalumanylformonitrile
別名
  • Cyanodiethyl aluminium
  • (Cyano-κC)diethyl-aluminium
  • (Cyano-C)diethyl-aluminium
  • Cyanodiethyl-(7CI,8CI) aluminium
  • Cyanodiethylallane
  • Cyanodiethylaluminium
  • Diethylaluminium Cyanide
識別
CAS號 5804-85-3  checkY
PubChem 16683962
性質
化學式 C5H10AlN
摩爾質量 111.12 g·mol−1
外觀 無色漿狀物[1]
暗棕色澄清液體(1 M甲苯溶液)[2]
密度 0.864 g/cm3 (25 °C,液體)
沸點 162 °C(0.02 mmHg)[1]
溶解性 反應
溶解性 甲苯二異丙醚
危險性
閃點 7 °C[2]
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

合成

二乙基氰化鋁可由三乙基鋁和略過量的氰化氫於室溫以下反應製得:[1]

n Et
3
Al + n HCN → (Et
2
AlCN)
n
+ n EtH

參考文獻

  1. ^ 1.0 1.1 1.2 Takeshi Nakai, Katsuhiko Tomooka, Ananda Kumar Kanduluru. Diethylaluminum Cyanide. Encyclopedia of Reagents for Organic Synthesis (EROS), 2018. doi:10.1002/047084289X.rd165m.pub2
  2. ^ 2.0 2.1 MSDS - 276863. Sigma-Aldrich. [December 9, 2012]. 
  3. ^ Nagata, W. Diethylaluminum cyanide. Organic Syntheses. 1988, VI: 307. doi:10.15227/orgsyn.052.0090. 
  4. ^ Nagata, W. Alkylaluminum cyanides as potent reagents for hydrocyanation. Tetrahedron Lett. 1966, 7 (18): 1913–1918. doi:10.1016/S0040-4039(00)76271-X. 
  5. ^ Wade, K.; Wyatt, B. K. Reactions of organoaluminium compounds with cyanides. Part III. Reactions of trimethylaluminium, triethylaluminium, dimethylaluminium hydride, and diethylaluminium hydride with dimethylcyanamide. J. Chem. Soc. 1969: 1121–1124. doi:10.1039/J19690001121. 
  6. ^ Coates, G. E.; Mukherjee, R. N. 35. Dimethylaluminium cyanide and its gallium, indium, and thallium analogues; beryllium and methylberyllium cyanide. J. Chem. Soc. 1963: 229–232. doi:10.1039/JR9630000229.