[3]pyridyl-arsonic acid | 6324-91-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: [3]pyridyl-arsonic acid
• 英文别名: [3]Pyridyl-arsonsaeure；Pyridin-3-ylarsonic acid
• CAS: 6324-91-0
• 化学式: C₅H₆AsNO₃
• 分子量: 203.029
• InChiKey: DBWMTOKAPZXGSX-UHFFFAOYSA-N

物化性质

• 熔点：
  112-113 °C
• 沸点：
  494.9±37.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.36
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [3]pyridyl-arsonic acid 在 盐酸 、 sodium disulfite 、 sodium iodide 作用下， 以 水 为溶剂， 以4.34 g的产率得到C₅H₄AsI₃N^(1-)*H⁽¹⁺⁾
  参考文献：
  名称：

  Synthesis and structures of the first triiodoarsenate(III) anion, EtAsI3−, and zwitterions, (HPy)2As2I6

  摘要：

  The first examples of organotriiodoarsenates(III) in the form of zwitterions, (3-HPy)(2)As2I6 and (4-HPy)2 As2I6, have been obtained from aqueous solutions, and their structures have been established by XRD. The dimeric molecules in the crystals are built from two square pyramidal (HPy)AsI4 units joined by 2 bridging I atoms. The crystal packing of both compounds is largely defined by interlayer As-.1 contacts, which fulfill the coordination sphere of the As atoms to Gin the 4-HPy isomer and result in its characteristic red colour and lower solubility. These intermolecular interactions in the crystal structure can be suppressed by the inclusion of a solvent, showing them to be not very strong. The intramolecular bonding via the two bridging I atoms was proven to be rather weak as well, by the formation of the salt [Et4N][EtAcI3] with a monomeric triiodoarsenate(III) anion from acetonitrile solution. In the closely related compound p-H2- NC6H4AsI2 center dot HI one iodide can be substituted for the OTs- anion to give (p-H3NC6H4AsI2]OTs, showing the iodide belongs to the outer sphere rather than being coordinatively bound to the As atom. The lengths of the trans-I-As-I bonds in the determined structures can be formalized by a semi-empirical modified Pauling equation, which relates them to the bond order, taking into account the antibonding influence of the 4s orbital of the As atom. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.08.070
• 作为产物：
  描述：

  3-氨基吡啶 在 盐酸 、 sodium nitrite 、 arsenic(III) trioxide 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 0.02h， 生成 [3]pyridyl-arsonic acid
  参考文献：
  名称：

  Synthesis and structures of the first triiodoarsenate(III) anion, EtAsI3−, and zwitterions, (HPy)2As2I6

  摘要：

  The first examples of organotriiodoarsenates(III) in the form of zwitterions, (3-HPy)(2)As2I6 and (4-HPy)2 As2I6, have been obtained from aqueous solutions, and their structures have been established by XRD. The dimeric molecules in the crystals are built from two square pyramidal (HPy)AsI4 units joined by 2 bridging I atoms. The crystal packing of both compounds is largely defined by interlayer As-.1 contacts, which fulfill the coordination sphere of the As atoms to Gin the 4-HPy isomer and result in its characteristic red colour and lower solubility. These intermolecular interactions in the crystal structure can be suppressed by the inclusion of a solvent, showing them to be not very strong. The intramolecular bonding via the two bridging I atoms was proven to be rather weak as well, by the formation of the salt [Et4N][EtAcI3] with a monomeric triiodoarsenate(III) anion from acetonitrile solution. In the closely related compound p-H2- NC6H4AsI2 center dot HI one iodide can be substituted for the OTs- anion to give (p-H3NC6H4AsI2]OTs, showing the iodide belongs to the outer sphere rather than being coordinatively bound to the As atom. The lengths of the trans-I-As-I bonds in the determined structures can be formalized by a semi-empirical modified Pauling equation, which relates them to the bond order, taking into account the antibonding influence of the 4s orbital of the As atom. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.08.070

文献信息

• Binz; v. Schickh, Chemische Berichte, 1936, vol. 69, p. 1532
  作者：Binz、v. Schickh

  DOI：——

  日期：——
• McCleland; Wilson, Journal of the Chemical Society, 1932, p. 1498
  作者：McCleland、Wilson

  DOI：——

  日期：——
• Synthesis and structures of the first triiodoarsenate(III) anion, EtAsI3−, and zwitterions, (HPy)2As2I6
  作者：Igor Yu. Ilyin、Sergey N. Konchenko、Alexander V. Virovets、Natalia V. Kuratieva、Nikolay A. Pushkarevsky

  DOI：10.1016/j.poly.2013.08.070

  日期：2014.1

  The first examples of organotriiodoarsenates(III) in the form of zwitterions, (3-HPy)(2)As2I6 and (4-HPy)2 As2I6, have been obtained from aqueous solutions, and their structures have been established by XRD. The dimeric molecules in the crystals are built from two square pyramidal (HPy)AsI4 units joined by 2 bridging I atoms. The crystal packing of both compounds is largely defined by interlayer As-.1 contacts, which fulfill the coordination sphere of the As atoms to Gin the 4-HPy isomer and result in its characteristic red colour and lower solubility. These intermolecular interactions in the crystal structure can be suppressed by the inclusion of a solvent, showing them to be not very strong. The intramolecular bonding via the two bridging I atoms was proven to be rather weak as well, by the formation of the salt [Et4N][EtAcI3] with a monomeric triiodoarsenate(III) anion from acetonitrile solution. In the closely related compound p-H2- NC6H4AsI2 center dot HI one iodide can be substituted for the OTs- anion to give (p-H3NC6H4AsI2]OTs, showing the iodide belongs to the outer sphere rather than being coordinatively bound to the As atom. The lengths of the trans-I-As-I bonds in the determined structures can be formalized by a semi-empirical modified Pauling equation, which relates them to the bond order, taking into account the antibonding influence of the 4s orbital of the As atom. (C) 2013 Elsevier Ltd. All rights reserved.