1,3,5-tris(dimethoxyphosphorylmethyl)-2,4,6-trimethylmethylbenzene | 439293-04-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 1,3,5-tris(dimethoxyphosphorylmethyl)-2,4,6-trimethylmethylbenzene
• 英文别名: 1,3,5-Tris(dimethoxyphosphorylmethyl)-2,4,6-trimethylbenzene
• CAS: 439293-04-6
• 化学式: C₁₈H₃₃O₉P₃
• 分子量: 486.376
• InChiKey: YGGIBFIVVMBTDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(dimethoxyphosphorylmethyl)-2,4,6-trimethylmethylbenzene 在 氢氧化钾 、 水 、 盐酸 作用下， 以 水 为溶剂， 反应 17.0h， 以34%的产率得到[3,5-bis-(methoxy-hydroxy-phosphorylmethyl)-2,4,6-trimethyl-benzyl]-phosphonic acid monomethyl ester
  参考文献：
  名称：

  [EN] TARGETING CHELANTS AND CHELATES
  [FR] CHELATEURS ET COMPOSES CHELATES DE CIBLAGE

  摘要：

  公开号：

  WO2006020779A3
• 作为产物：
  描述：

  2,4,6-三溴甲基三甲基苯 、 三甲氧基磷 反应 12.0h， 以74%的产率得到1,3,5-tris(dimethoxyphosphorylmethyl)-2,4,6-trimethylmethylbenzene
  参考文献：
  名称：

  Self-Assembly of Ball-Shaped Molecular Complexes in Water

  摘要：

  We present a simple and versatile access to spheroidal molecular assemblies with pronounced stability in highly polar solvents. These complexes are composed of doubly and triply charged complementary building blocks based on ammonium or amidinium cations and phosphonate anions. Their high thermodynamic stability is best explained by the formation of a cyclic array of alternating positive and negative charges interconnected by a regular network of hydrogen bonds. Association constants reach 10(6) M-1 in methanol and often surpass 10(3) M-1 in water. The broad range of binding energies correlates well with the varying degree of preorganization of both complex partners. As a byproduct of these investigations, new recognition motifs for histidine and arginine esters and the unsubstituted guanidinium ion are proposed. The additional introduction of methyl groups in the 2-, 4-, and 6-positions of the central benzene ring in either cations or anions causes a marked drop in the corresponding K-a values of 1 order of magnitude; the related rotational barriers were estimated at 0.3-2.1 kcal/mol. Spontaneous formation of defined 2:1 complexes from three components has also been observed.

  DOI：

  10.1021/jo025513y

文献信息

• Self-Assembly of Ball-Shaped Molecular Complexes in Water
  作者：Thomas Grawe、Thomas Schrader、Reza Zadmard、Arno Kraft

  DOI：10.1021/jo025513y

  日期：2002.5.1

  We present a simple and versatile access to spheroidal molecular assemblies with pronounced stability in highly polar solvents. These complexes are composed of doubly and triply charged complementary building blocks based on ammonium or amidinium cations and phosphonate anions. Their high thermodynamic stability is best explained by the formation of a cyclic array of alternating positive and negative charges interconnected by a regular network of hydrogen bonds. Association constants reach 10(6) M-1 in methanol and often surpass 10(3) M-1 in water. The broad range of binding energies correlates well with the varying degree of preorganization of both complex partners. As a byproduct of these investigations, new recognition motifs for histidine and arginine esters and the unsubstituted guanidinium ion are proposed. The additional introduction of methyl groups in the 2-, 4-, and 6-positions of the central benzene ring in either cations or anions causes a marked drop in the corresponding K-a values of 1 order of magnitude; the related rotational barriers were estimated at 0.3-2.1 kcal/mol. Spontaneous formation of defined 2:1 complexes from three components has also been observed.
• [EN] TARGETING CHELANTS AND CHELATES<br/>[FR] CHELATEURS ET COMPOSES CHELATES DE CIBLAGE
  申请人：DOW GLOBAL TECHNOLOGIES INC

  公开号：WO2006020779A3

  公开（公告）日：2007-03-08