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甲基碘化镁

甲基碘化镁
识别
CAS号 917-64-6  checkY
SMILES
 
  • C[Mg]I
性质
化学式 CH3MgI
摩尔质量 166.24 g·mol⁻¹
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

甲基碘化镁是一种有机镁化合物,化学式为CH3MgI,它可由碘甲烷屑在醚溶剂中反应得到,它在溶液中以二聚体的形式(施伦克平衡英语Schlenk_equilibrium)存在。

甲基碘化镁可用于有机合成[1]泽列维季诺夫测定英语Zerewitinoff determination[2]

化学性质

甲基碘化镁在240 °C分解,放出甲烷。[3]甲基碘甲烷和一些金属盐反应,可以得到金属有机化合物,如与氯金酸钾在−40~−20 °C反应,得到二甲基碘化金[4];与三氯化锑反应得到三甲基锑[5];与二苯基二氯化锗反应,得到二苯基二甲基锗[6]。它也可以进行格氏试剂的一般性反应,如将酮(醛[7])转换为醇[8][9]等。

参考文献

  1. ^ 孙小玲, 徐天霏, 李兴亚, 蒋锡夔, 傅伟敏. 二-(1-甲基-1-七氟异丙基)五氟丙基过氧化二碳酸酯的合成. 有机化学, 2006, 26(6):823-825.
  2. ^ Methylmagnesiumiodid. Römpp Online. [2020-03-03]. (原始内容存档于2020-03-03). 
  3. ^ Pierre Jolibois. Methyl Magnesium Iodide. Compt. rend., 1913. 156: 712-714. CAN7: 15207.
  4. ^ 雷婧, 晏彩先, 常桥稳, 毛丽秋, 刘伟平. 二甲基碘化金的合成与结构表征[失效連結]. 贵金属, 2015. 36 (01): 46-49.
  5. ^ Sun, Tongguang; Guo, Gaowei; Hu, Minghe; Zeng, Yijun; Xu, Cheng. High-purity trialkylantimony and its preparation method and application in MOCVD. 2019. CN 110483580 A
  6. ^ Kirill V. Zaitsev, Kevin Lam, Oleg Kh. Poleshchuk, Lyudmila G. Kuz'mina, Andrei V. Churakov. Oligothienyl catenated germanes and silanes: synthesis, structure, and properties. Dalton Transactions. 2018, 47 (15): 5431–5444 [2020-04-21]. ISSN 1477-9226. doi:10.1039/C8DT00256H (英语). 
  7. ^ Nicholas W. M. Michel, Alexandria D. M. Jeanneret, Hyehwang Kim, Sophie A. L. Rousseaux. Nickel-Catalyzed Cyanation of Benzylic and Allylic Pivalate Esters. The Journal of Organic Chemistry. 2018-10-05, 83 (19): 11860–11872 [2020-04-21]. ISSN 0022-3263. doi:10.1021/acs.joc.8b01763 (英语). 
  8. ^ Karolina Żukowska, Łukasz Pączek, Karol Grela. Sulfoxide-Chelated Ruthenium Benzylidene Catalyst: a Synthetic Study on the Utility of Olefin Metathesis. ChemCatChem. 2016-09-07, 8 (17): 2817–2823 [2020-04-21]. doi:10.1002/cctc.201600538 (英语). 
  9. ^ Bokka Venkat Ramulu, Lodi Mahendar, Gedu Satyanarayana. A Mild Lewis-Acid-Catalyzed Method for Head-to-Tail Dimerization or Cyclization of tert -Alcohols. Asian Journal of Organic Chemistry. 2016-02, 5 (2): 207–212 [2020-04-21]. doi:10.1002/ajoc.201500456 (英语). 

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