2-甲基丁烷锌 | 21261-07-4

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 中文名称: 2-甲基丁烷锌
• 英文名称: bis(3-methylbutyl)zinc
• CAS: 21261-07-4
• 化学式: C₁₀H₂₂Zn
• 分子量: 207.675
• InChiKey: QWBLLZKMJQONQN-UHFFFAOYSA-N

物化性质

• 沸点：
  72 °C(Press: 3 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  2-甲基丁烷锌 、 乙酰氯 生成 5-甲基-2-己酮
  参考文献：
  名称：

  Popow, Zeitschrift fur Chemie, 1865, p. 578

  摘要：

  DOI：
• 作为产物：
  描述：

  异戊基碘 在 锌 作用下， 生成 2-甲基丁烷锌
  参考文献：
  名称：

  Frankland, Justus Liebigs Annalen der Chemie, 1853, vol. 85, p. 360

  摘要：

  DOI：

文献信息

• Reaction of Nitrogen‐Radicals with Organometallics Under Ni‐Catalysis: N‐Arylations and Amino‐Functionalization Cascades
  作者：Lucrezia Angelini、Jacob Davies、Marco Simonetti、Laia Malet Sanz、Nadeem S. Sheikh、Daniele Leonori

  DOI：10.1002/anie.201900510

  日期：2019.4

  the generation of nitrogen‐radicals by ground‐state single electron transfer with organyl–NiI species. Depending on the philicity of the N‐radical, two types of processes have been developed. In the case of nucleophilic aminyl radicals direct N‐arylation with aryl organozinc, organoboron, and organosilicon reagents was achieved. In the case of electrophilic amidyl radicals, cascade processes involving

  在此，我们报告了一种通过有机基-Ni I物质的基态单电子转移产生氮自由基的策略。根据 N-自由基的亲和性，已经开发了两种类型的工艺。在亲核氨基自由基的情况下，可实现与芳基有机锌、有机硼和有机硅试剂的直接N-芳基化。对于亲电子酰胺基自由基，已经开发了涉及分子内环化，然后与芳基和烷基有机金属反应的级联过程。N-环化-烷基化级联引入了一种新颖的逆向合成断开方法，用于组装取代的内酰胺和吡咯烷，其潜力在四种毒液生物碱的简短全合成中得到了证明。
• Studies on pyrazines.<b>31</b>Alkylation of chloropyrazine<i>N</i>-oxides by nickel-catalyzed cross-coupling reaction with dialkylzincs
  作者：Nobuhiro Sato、Tomoyuki Matsuura

  DOI：10.1002/jhet.5570330408

  日期：1996.7

  3-Chloro-2,5-dimethylpyrazine 1-oxide underwent cross-coupling with dialkylzinc reagents forming 3-alkyl-2,5-dimethylpyrazine 1-oxides. The reaction was realized by catalytic 1,3-bis(diphenylphosphino)-propane nickel(II) chloride and the optimum results were examined.

  将3-氯-2,5-二甲基吡嗪1-氧化物与二烷基锌试剂交叉偶联，形成3-烷基-2,5-二甲基吡嗪1-氧化物。该反应是通过催化1,3-双（二苯基膦基）丙烷镍（II）氯化物实现的，并研究了最佳结果。
• Watanabe, Masami; Soai, Kenso, Journal of the Chemical Society. Perkin transactions I, 1994, # 21, p. 3125 - 3128
  作者：Watanabe, Masami、Soai, Kenso

  DOI：——

  日期：——
• Noller, Journal of the American Chemical Society, 1929, vol. 51, p. 597
  作者：Noller

  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).