Mercury, (benzenethiolato)methyl- | 17019-36-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Mercury, (benzenethiolato)methyl-
• 英文别名: (benzenethiolato)methylmercury(II)；PhSHgMe；PhHgMe；Methylquecksilber-phenylmercaptid；Phenylmercapto-methyl-quecksilber；Methylquecksilberphenylmercaptid；Methylquecksilberthiophenyl
• CAS: 17019-36-2
• 化学式: C₇H₈HgS
• 分子量: 324.797
• InChiKey: PRDDDMVYPUOILC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.82
• 重原子数：
  9.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  sodium thiophenolate 、 氯化甲基汞 以 二氯甲烷 为溶剂， 以63%的产率得到Mercury, (benzenethiolato)methyl-
  参考文献：
  名称：

  Molecular Structures of Thimerosal (Merthiolate) and Other Arylthiolate Mercury Alkyl Compounds

  摘要：

  The molecular structure of sodium ethylmercury thiosalicylate (also known as thimerosal and Merthiolate) and related arylthiolate mercury alkyl compounds, namely PhSHgMe and PhSHgEt, have been determined by single crystal X-ray diffraction. H-1 NMR spectroscopic studies indicate that the appearance of the Hg-119 mercury satellites of the ethyl group of thimerosal is highly dependent on the magnetic field and the viscosity of the solvent as a consequence of relaxation due to chemical shift anisotropy.

  DOI：

  10.1021/ic8005426

文献信息

• Block, Eric; Brito, Maria; Gernon, Michael, Inorganic Chemistry, 1990, vol. 29, # 17, p. 3172 - 3181
  作者：Block, Eric、Brito, Maria、Gernon, Michael、McGowty, Deborah、Kang, Hyunkyu、Zubieta, Jon

  DOI：——

  日期：——
• Synthesis, Structure, and Reactivity of Two-Coordinate Mercury Alkyl Compounds with Sulfur Ligands: Relevance to Mercury Detoxification
  作者：Jonathan G. Melnick、Kevin Yurkerwich、Gerard Parkin

  DOI：10.1021/ic900721g

  日期：2009.7.20

  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.
• Dean, Philip A. W.; Vittal, Jagadese J., Canadian Journal of Chemistry, 1988, vol. 66, p. 2443 - 2451
  作者：Dean, Philip A. W.、Vittal, Jagadese J.

  DOI：——

  日期：——