chloro(2-hydroxymethylphenyl)mercury | 91713-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: chloro(2-hydroxymethylphenyl)mercury
• 英文别名: Hg[C6H4(CH2OH-2)]Cl；o-Hydroxymethyl-phenyl mercury chloride；chloro-[2-(hydroxymethyl)phenyl]mercury
• CAS: 91713-41-6
• 化学式: C₇H₇ClHgO
• 分子量: 343.175
• InChiKey: YAYWXJUJJFZRBD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.04
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  chloro(2-hydroxymethylphenyl)mercury 在 n-buttyllithium 、 NH₄HCO₃ 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 丙酮 为溶剂， 生成 Hg[C6H4(CHCH2-2)]2
  参考文献：
  名称：

  Phenyl derivatives of mercury functionalised in the 2-position with either a formyl or a vinyl group. Crystal structures of Hg[C6H4(CHO)-2]Cl and Hg[C6H4(CHCH2)-2]2

  摘要：

  A convenient preparation of Hg[C6H4(CH2OH)-2]Cl (1) involves treatment of dilithiated benzyl alcohol with HgCl2. 1 is smoothly oxidised to Hg[C6H4(CHO)-2]Cl (2) by reaction with pyridinium chlorochromate (PCC). The crystal structure of 2 reveals a two coordinate linear arrangement at mercury supplemented by weaker interactions with the aldehyde oxygen atoms both intramolecularly and intermolecularly. Treatment of 2 with NaI effects symmetrisation with the formation of Hg[C6H4(CHO)-2](2) (3). Reaction between 3 and the Wittig reagent Ph3P=CH2 results in the formation of Hg[C6H4(CH=CH2)-2](2) (4). The crystal structure of 4 has been determined. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00699-9
• 作为产物：
  描述：

  苯甲醇 、 mercury dichloride 在 n-butyllithium 、 N,N,N',N'-tetramethylethylendiamin 作用下， 以 四氢呋喃 、 正己烷 、 正戊烷 为溶剂， 以56%的产率得到chloro(2-hydroxymethylphenyl)mercury
  参考文献：
  名称：

  Phenyl derivatives of mercury functionalised in the 2-position with either a formyl or a vinyl group. Crystal structures of Hg[C6H4(CHO)-2]Cl and Hg[C6H4(CHCH2)-2]2

  摘要：

  A convenient preparation of Hg[C6H4(CH2OH)-2]Cl (1) involves treatment of dilithiated benzyl alcohol with HgCl2. 1 is smoothly oxidised to Hg[C6H4(CHO)-2]Cl (2) by reaction with pyridinium chlorochromate (PCC). The crystal structure of 2 reveals a two coordinate linear arrangement at mercury supplemented by weaker interactions with the aldehyde oxygen atoms both intramolecularly and intermolecularly. Treatment of 2 with NaI effects symmetrisation with the formation of Hg[C6H4(CHO)-2](2) (3). Reaction between 3 and the Wittig reagent Ph3P=CH2 results in the formation of Hg[C6H4(CH=CH2)-2](2) (4). The crystal structure of 4 has been determined. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00699-9

文献信息

• Amin, R. S.; Fouda, M. F. R.; Mostafa, S. A., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1994, vol. 24, p. 1111 - 1120
  作者：Amin, R. S.、Fouda, M. F. R.、Mostafa, S. A.

  DOI：——

  日期：——
• Heteroannulation via intramolecular (.pi.-allyl)palladium displacement
  作者：R. C. Larock、L. W. Harrison、M. H. Hsu

  DOI：10.1021/jo00193a047

  日期：1984.9
• LAROCK, R. C.;HARRISON, L. W.;HSU, M. H., J. ORG. CHEM., 1984, 49, N 19, 3662-3664
  作者：LAROCK, R. C.、HARRISON, L. W.、HSU, M. H.

  DOI：——

  日期：——
• Phenyl derivatives of mercury functionalised in the 2-position with either a formyl or a vinyl group. Crystal structures of Hg[C6H4(CHO)-2]Cl and Hg[C6H4(CHCH2)-2]2
  作者：Clifton E.F. Rickard、Warren R. Roper*、Folau Tutone、Scott D. Woodgate、L.James Wright*

  DOI：10.1016/s0022-328x(00)00699-9

  日期：2001.1

  A convenient preparation of Hg[C6H4(CH2OH)-2]Cl (1) involves treatment of dilithiated benzyl alcohol with HgCl2. 1 is smoothly oxidised to Hg[C6H4(CHO)-2]Cl (2) by reaction with pyridinium chlorochromate (PCC). The crystal structure of 2 reveals a two coordinate linear arrangement at mercury supplemented by weaker interactions with the aldehyde oxygen atoms both intramolecularly and intermolecularly. Treatment of 2 with NaI effects symmetrisation with the formation of Hg[C6H4(CHO)-2](2) (3). Reaction between 3 and the Wittig reagent Ph3P=CH2 results in the formation of Hg[C6H4(CH=CH2)-2](2) (4). The crystal structure of 4 has been determined. (C) 2001 Elsevier Science B.V. All rights reserved.