bis-(E)-5-chloro-1-pentenyl mercury | 94807-39-3

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: bis-(E)-5-chloro-1-pentenyl mercury
• 英文别名: bis-(5-chloro-1-pentenyl)mercury；bis(5-chloropent-1-enyl)mercury
• CAS: 94807-39-3
• 化学式: C₁₀H₁₆Cl₂Hg
• 分子量: 407.733
• InChiKey: DPSXTVLNMWJWMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  (E)-5-chloro-1-pentenylmercuric chloride 在 Na₂SnO₂ 作用下， 以 四氢呋喃 为溶剂， 以97%的产率得到bis-(E)-5-chloro-1-pentenyl mercury
  参考文献：
  名称：

  功能取代的二乙烯基汞化合物的合成

  摘要：

  碱性亚锡钠对乙烯基汞氯化物的还原歧化反应可高收率生产二乙烯基汞。优化反应条件以获得纯形式的功能性取代的二乙烯基汞，而没有不希望的副产物。

  DOI：

  10.1016/0022-328x(84)80477-5

文献信息

• The reaction of vinylboronic acids with vinylmercuric acetates; A new synthesis of divinylmercurials
  作者：Rajender S. Varma、Sastry A. Kunda、George W. Kabalka

  DOI：10.1016/0022-328x(84)80651-8

  日期：1984.11

  The reaction of vinylboronic acids with vinylmercuric acetates produces symmetrical divinylmercurials in high yield. The reaction can be utilized to prepare functionally substituted mercurials. Attempts to prepare unsymmetrical divinylmercurials resulted in redistribution products yielding symmetrical and unsymmetrical divinylmercury compounds.

  乙烯基硼酸与乙酸乙烯基汞的反应以高收率产生对称的二乙烯基汞。该反应可用于制备功能性取代的汞。试图制备不对称二乙烯基汞的尝试导致再分布产物产生对称和不对称二乙烯基汞的化合物。
• 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).
• VARMA, R. S.;KUNDA, S. A.;KABALKA, G. W., J. ORGANOMET. CHEM., 1984, 272, N 3, 331-336
  作者：VARMA, R. S.、KUNDA, S. A.、KABALKA, G. W.

  DOI：——

  日期：——
• VARMA, R. S.;KUNDA, S. A.;KABALKA, G. W., J. ORGANOMET. CHEM., 1984, 276, N 3, 311-315
  作者：VARMA, R. S.、KUNDA, S. A.、KABALKA, G. W.

  DOI：——

  日期：——
• Syntheses of functionally substituted divinylmercury compounds
  作者：Rajender S. Varma、Sastry A. Kunda、George W. Kabalka

  DOI：10.1016/0022-328x(84)80477-5

  日期：1984.9

  Reductive disproportionation of vinylmercuric chlorides by alkaline sodium stannite produces divinylmercurials in high yields. The reaction conditions are optimized to obtain functionally substituted divinylmercurials in pure form, free from undesirable side products.

  碱性亚锡钠对乙烯基汞氯化物的还原歧化反应可高收率生产二乙烯基汞。优化反应条件以获得纯形式的功能性取代的二乙烯基汞，而没有不希望的副产物。