benzene-1,2,4,5-tetrakis(oxyacetic acid) | 123041-88-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: benzene-1,2,4,5-tetrakis(oxyacetic acid)
• 英文别名: 2,2',2'',2'''-[Benzene-1,2,4,5-tetrayltetrakis(oxy)]tetraacetic acid；2-[2,4,5-tris(carboxymethoxy)phenoxy]acetic acid
• CAS: 123041-88-3
• 化学式: C₁₄H₁₄O₁₂
• 分子量: 374.258
• InChiKey: ZXIFHSJSJCIBLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  186
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  benzene-1,2,4,5-tetrakis(oxyacetic acid) 在 吡啶 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.41h， 生成
  参考文献：
  名称：

  Four-Atom-Linked Capped Porphyrins:  Synthesis and Characterization

  摘要：

  Three new capped porphyrins, H-2(OC(2)OPor) (7), H-2(OC(CO)NPor) (13), and H-2(OC(2)NPor) (14), to be used as heme model compounds, have been synthesized and characterized. These compounds have the shortest linkages between cap and porphyrin plane of any four-arm capped porphyrins synthesized to date. The general synthetic procedure for H-2(OC(2)OPor) involves the reaction of a tetraaldehyde ''cap'' with pyrrole to form the capped porphyrin. In the synthesis of the tetraamide-capped porphyrin, H-2(OC(CO)NPor), a tetraacid chloride cap is reacted with meso-alpha,alpha,alpha,alpha-tetra-(o-aminophenyl)porphyrin. The amide groups may be reduced to form H-2(OC(2)NPor). With the use of FeBr2, Fe2+ may be inserted in high yield into Ha(2)(OC(2)OPor) and H-2(OC(CO)NPor). The crystal structures of H-2(OC(2)NPor), Fe(OC(2)OPor)(OMe), and [Fe(OC(2)OPor)](2)(mu-O) provide details on the types and amounts of cap expansion necessary to accommodate small ligands of biological interest, such as O-2 and CO.

  DOI：

  10.1021/jo9521615
• 作为产物：
  描述：

  1,2,4,5-四羟基苯 在 氢氧化钾 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 0.58h， 生成 benzene-1,2,4,5-tetrakis(oxyacetic acid)
  参考文献：
  名称：

  Four-Atom-Linked Capped Porphyrins:  Synthesis and Characterization

  摘要：

  Three new capped porphyrins, H-2(OC(2)OPor) (7), H-2(OC(CO)NPor) (13), and H-2(OC(2)NPor) (14), to be used as heme model compounds, have been synthesized and characterized. These compounds have the shortest linkages between cap and porphyrin plane of any four-arm capped porphyrins synthesized to date. The general synthetic procedure for H-2(OC(2)OPor) involves the reaction of a tetraaldehyde ''cap'' with pyrrole to form the capped porphyrin. In the synthesis of the tetraamide-capped porphyrin, H-2(OC(CO)NPor), a tetraacid chloride cap is reacted with meso-alpha,alpha,alpha,alpha-tetra-(o-aminophenyl)porphyrin. The amide groups may be reduced to form H-2(OC(2)NPor). With the use of FeBr2, Fe2+ may be inserted in high yield into Ha(2)(OC(2)OPor) and H-2(OC(CO)NPor). The crystal structures of H-2(OC(2)NPor), Fe(OC(2)OPor)(OMe), and [Fe(OC(2)OPor)](2)(mu-O) provide details on the types and amounts of cap expansion necessary to accommodate small ligands of biological interest, such as O-2 and CO.

  DOI：

  10.1021/jo9521615

文献信息

• Johnson, Martin R.; Seok, Won K.; Ibers, James A., Journal of the American Chemical Society, 1991, vol. 113, # 10, p. 3998 - 4000
  作者：Johnson, Martin R.、Seok, Won K.、Ibers, James A.

  DOI：——

  日期：——
• JOHNSON, MARTIN R.;SEOK, WON K.;IBERS, JAMES A., J. AMER. CHEM. SOC., 113,(1991) N0, C. 3998-4000
  作者：JOHNSON, MARTIN R.、SEOK, WON K.、IBERS, JAMES A.

  DOI：——

  日期：——
• Four-Atom-Linked Capped Porphyrins:  Synthesis and Characterization
  作者：Martin R. Johnson、Won K. Seok、Wuping Ma、Carla Slebodnick、Keith M. Wilcoxen、James A. Ibers

  DOI：10.1021/jo9521615

  日期：1996.1.1

  Three new capped porphyrins, H-2(OC(2)OPor) (7), H-2(OC(CO)NPor) (13), and H-2(OC(2)NPor) (14), to be used as heme model compounds, have been synthesized and characterized. These compounds have the shortest linkages between cap and porphyrin plane of any four-arm capped porphyrins synthesized to date. The general synthetic procedure for H-2(OC(2)OPor) involves the reaction of a tetraaldehyde ''cap'' with pyrrole to form the capped porphyrin. In the synthesis of the tetraamide-capped porphyrin, H-2(OC(CO)NPor), a tetraacid chloride cap is reacted with meso-alpha,alpha,alpha,alpha-tetra-(o-aminophenyl)porphyrin. The amide groups may be reduced to form H-2(OC(2)NPor). With the use of FeBr2, Fe2+ may be inserted in high yield into Ha(2)(OC(2)OPor) and H-2(OC(CO)NPor). The crystal structures of H-2(OC(2)NPor), Fe(OC(2)OPor)(OMe), and [Fe(OC(2)OPor)](2)(mu-O) provide details on the types and amounts of cap expansion necessary to accommodate small ligands of biological interest, such as O-2 and CO.