双(碘甲基)汞 | 4819-11-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 金属烷基卤化物
• 中文名称: 双(碘甲基)汞
• 英文名称: Bis-jodmethyl-quecksilber
• 英文别名: Bis(iodomethyl)mercury
• CAS: 4819-11-8
• 化学式: C₂H₄HgI₂
• 分子量: 482.453
• InChiKey: UOWSFEJQOIULFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.85
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  双(碘甲基)汞 在 2,3-二甲基-2-丁烯 作用下， 以 further solvent(s) 为溶剂， 以96%的产率得到mercury(II) iodide
  参考文献：
  名称：

  Seyferth, Dietmar; Haas, Carol K.; Dagani, Doron, Journal of the Indian Chemical Society, 1982, vol. 59, # 2, p. 111 - 118

  摘要：

  DOI：
• 作为产物：
  描述：

  重氮甲烷 在 乙醚 、 mercury(II) iodide 作用下， 生成 双(碘甲基)汞
  参考文献：
  名称：

  THE BEHAVIOR OF ALIPHATIC DIAZO COMPOUNDS WITH DERIVATIVES OF METALS. I. MERCURI-ORGANIC DERIVATIVES AND MERCURIC SALTS WITH DIAZOMETHANE. (NOTE ON THE REACTION OF MERCURIC CHLORIDE WITH DIPHENYLDIAZOMETHANE)¹

  摘要：

  DOI：

  10.1021/ja01346a028

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Co: Org.Verb.2, 3.1.3.5, page 152 - 167
  作者：

  DOI：——

  日期：——
• Preparation of polyfunctional diorganomercurials and their transmetallation to diorganozincs. Applications to the preparation of optically active secon
  作者：Michael J. Rozema、Duddu Rajagopal、Charles E. Tucker、Paul Knochel

  DOI：10.1016/0022-328x(92)88002-z

  日期：1992.10

  Two new methods of preparation of functionalized diorganomercurials have been developed. The first method involves a substitution reaction of (ICH2)2Hg with zinc-copper reagents FG-RCu(CN)ZnI in THF/DMF at - 60-degrees-C. Functional groups such as an ester, nitrile, ketone, phosphonate, halide, and boronic ester are tolerated in this reaction. The second method involves a reductive transmetallation between polyfunctional organozinc halides and mercurous chloride (Hg2Cl2). This very convenient procedure provides a rapid route to various functionalized diorganomercurials in good yields (61-89% yield). The synthetic utility of these mercury organometallics is demonstrated. Their transmetallation with zinc dust (toluene, 80-degrees-C, 3-5 h) affords dialkylzincs which add enantioselectively to aldehydes in the presence of a catalytic amount (20 mol%) of the norephedrine derivative 13. This transmetallation can also be used to prepare stereoselectively (E)-alkenylzinc halides (> 98% E). Addition of Cl(H)ZrCp2 to (E)-5-chloropentenylzinc bromide in CH2Cl2 (25-degrees-C, 1 min) affords a 1,1-bimetallic of zinc and zirconium Cl(CH2)4CH(ZnBr)ZrCp2(Cl) which reacts stereoselectively with an aldehyde providing the (E)-disubstituted olefin (49% yield; 100% E).
• The methylenation of methylidynetricobalt nonacarbonyl with monohalomethylmercurials
  作者：Dietmar Seyferth、Ralph J. Spohn、John E. Hallgren

  DOI：10.1016/s0022-328x(00)88005-5

  日期：1971.5