([2-mercapto-1-t-butylimidazole]HgMe)[BF4] | 947751-04-4

• 英文名称: ([2-mercapto-1-t-butylimidazole]HgMe)[BF4]
• 英文别名: ([Hmim(t-Bu)]HgMe)[BF4]
• CAS: 947751-04-4
• 化学式: BF₄*C₈H₁₅HgN₂S
• 分子量: 458.681
• InChiKey: ZFDHMFCKWLFWND-UHFFFAOYSA-N

计算性质

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

• 作为反应物：
  描述：

  ([2-mercapto-1-t-butylimidazole]HgMe)[BF4] 、 sodium thiophenolate 以 氘代苯 为溶剂， 生成 Mercury, (benzenethiolato)methyl-
  参考文献：
  名称：

  Synthesis, Structure, and Reactivity of Two-Coordinate Mercury Alkyl Compounds with Sulfur Ligands: Relevance to Mercury Detoxification

  摘要：

  The susceptibility of two-coordinate mercury alkyl compounds of the type X-Hg-R (where X is a monodentate sulfur donor) towards protolytic cleavage has been investigated as part of ongoing efforts to obtain information relevant to understanding the mechanism of action of the organomercurial lyase, MerB. Specifically, the reactivity of the two-coordinate mercury alkyl compounds PhSHgR, [mim(But)]HgR and {[Hmim(But)]HgR}(+) (Hmim(But) = 2-mercapto-1-t-butylimidazole; R = Me, Et) towards PhSH was investigated, thereby demonstrating that the ability to cleave the Hg-C bond is very dependent on the nature of the system. For example, whereas the reaction of PhSHgMe with PhSH requires heating at 145 degrees C for several weeks to liberate CH4, the analogous reaction of PhSHgEt with PhSH leads to evolution of C2H6 over the course of 2 days at 100 degrees C. Furthermore, protolytic cleavage of the Hg-C bond by PhSH is promoted by Hmim(But). For example, whereas the reaction of {[Hmim(But)]HgEt}(+) with PhSH eliminates C2H6 at elevated temperatures, the protolytic cleavage occurs over a period of 2 days at room temperature in the presence of Hmim(But). The ability of Hmim(But) to promote the protolytic cleavage is interpreted in terms of the formation of a higher coordinate species {[Hmim(But)](n)HgR}(+) that is more susceptible to Hg-C bond cleavage than is two-coordinate {[Hmim(But)]HgR}(+). These observations support the notion that access to a species with a coordination number greater than two is essential for efficient activity of MerB.

  DOI：

  10.1021/ic900721g
• 作为产物：
  描述：

  氯化甲基汞 、 3-叔丁基-1H-咪唑-2-硫酮 、 silver tetrafluoroborate 以 二氯甲烷 为溶剂， 以50%的产率得到([2-mercapto-1-t-butylimidazole]HgMe)[BF4]
  参考文献：
  名称：

  Synthesis, Structure, and Reactivity of Two-Coordinate Mercury Alkyl Compounds with Sulfur Ligands: Relevance to Mercury Detoxification

  摘要：

  The susceptibility of two-coordinate mercury alkyl compounds of the type X-Hg-R (where X is a monodentate sulfur donor) towards protolytic cleavage has been investigated as part of ongoing efforts to obtain information relevant to understanding the mechanism of action of the organomercurial lyase, MerB. Specifically, the reactivity of the two-coordinate mercury alkyl compounds PhSHgR, [mim(But)]HgR and {[Hmim(But)]HgR}(+) (Hmim(But) = 2-mercapto-1-t-butylimidazole; R = Me, Et) towards PhSH was investigated, thereby demonstrating that the ability to cleave the Hg-C bond is very dependent on the nature of the system. For example, whereas the reaction of PhSHgMe with PhSH requires heating at 145 degrees C for several weeks to liberate CH4, the analogous reaction of PhSHgEt with PhSH leads to evolution of C2H6 over the course of 2 days at 100 degrees C. Furthermore, protolytic cleavage of the Hg-C bond by PhSH is promoted by Hmim(But). For example, whereas the reaction of {[Hmim(But)]HgEt}(+) with PhSH eliminates C2H6 at elevated temperatures, the protolytic cleavage occurs over a period of 2 days at room temperature in the presence of Hmim(But). The ability of Hmim(But) to promote the protolytic cleavage is interpreted in terms of the formation of a higher coordinate species {[Hmim(But)](n)HgR}(+) that is more susceptible to Hg-C bond cleavage than is two-coordinate {[Hmim(But)]HgR}(+). These observations support the notion that access to a species with a coordination number greater than two is essential for efficient activity of MerB.

  DOI：

  10.1021/ic900721g