cis,cis,cis-tetramethyl 1,2,4,5-cyclohexanetetracarboxylate | 322764-84-1

• 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: cis,cis,cis-tetramethyl 1,2,4,5-cyclohexanetetracarboxylate
• 英文别名: Cis,cis,cis-Tetramethyl 1,2,4,5-cyclohexanetetracarboxylate；tetramethyl (1S,2R,4S,5R)-cyclohexane-1,2,4,5-tetracarboxylate
• CAS: 322764-84-1
• 化学式: C₁₄H₂₀O₈
• 分子量: 316.308
• InChiKey: WXORPFRDBYGNKY-FIRGSJFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  cis,cis,cis-tetramethyl 1,2,4,5-cyclohexanetetracarboxylate 在 硫酸 作用下， 以 水 为溶剂， 生成 1,2,4,5-cyclohexanetetracarboxylic acid
  参考文献：
  名称：

  cis,cis,cis-1,2,4,5-Cyclohexanetetracarboxylic acid and its dianhydride

  摘要：

  cis,cis,cis-1,2,4,5-Cyclohexanetetracarboxylic acid,C10H12O8, (I), contains a mirror plane and the cyclohexane ring exhibits a chair conformation. Two crystallographically independent hydrogen bonds form R-2(2)(14), R-2(2)(16) and R-4(4)(16) ring motifs, and propagation of these two hydrogen bonds along the c and b axes generates C-2(2)(16) and C-2(2)(7) chains. cis, cis, cis-1,2: 4,5-Cyclohexanetetracarboxylic dianhydride, C10H8O6, (II), was prepared by the reaction of (I) with acetic anhydride. The cyclohexane ring of (II) exhibits a boat conformation and the dihedral angle between the two anhydro rings is 117.5 (1)degrees.

  DOI：

  10.1107/s0108270103013362
• 作为产物：
  描述：

  均苯四甲酸二酐 在 Ru-carbon tetrabutoxytitanium 、 氢气 作用下， 149.85 ℃ 、5.0 MPa 条件下， 生成 cis,cis,cis-tetramethyl 1,2,4,5-cyclohexanetetracarboxylate
  参考文献：
  名称：

  cis,cis,cis-1,2,4,5-Cyclohexanetetracarboxylic acid and its dianhydride

  摘要：

  cis,cis,cis-1,2,4,5-Cyclohexanetetracarboxylic acid,C10H12O8, (I), contains a mirror plane and the cyclohexane ring exhibits a chair conformation. Two crystallographically independent hydrogen bonds form R-2(2)(14), R-2(2)(16) and R-4(4)(16) ring motifs, and propagation of these two hydrogen bonds along the c and b axes generates C-2(2)(16) and C-2(2)(7) chains. cis, cis, cis-1,2: 4,5-Cyclohexanetetracarboxylic dianhydride, C10H8O6, (II), was prepared by the reaction of (I) with acetic anhydride. The cyclohexane ring of (II) exhibits a boat conformation and the dihedral angle between the two anhydro rings is 117.5 (1)degrees.

  DOI：

  10.1107/s0108270103013362

文献信息

• <i>cis</i>,<i>cis</i>,<i>cis</i>-Tetramethyl 1,2,4,5-cyclohexanetetracarboxylate
  作者：Paul D. Robinson、Duy H. Hua、Jingmei Fan、Lanzhu Liu、James W. McGill、Mohammed Arshid、Cal Y. Meyers

  DOI：10.1107/s0108270100013123

  日期：2000.12.15

  The title compound, C14H20O8, was synthesized from the hydrogenation of tetramethyl 1,4-cyclohexadiene-1,2,4,5-tetracarboxylate with a catalytic amount of palladium/carbon. All four carbonyl moieties of the methyl ester groups are on the same face of the chair-conformed ring. The substantial ring distortion associated with the 1,3-diaxial methoxycarbonyl substituents is reflected in the large difference between bond angles as well as torsion angles, respectively, that in undistorted cyclohexanes would be approximately the same.
• <i>cis</i>,<i>cis</i>,<i>cis</i>-1,2,4,5-Cyclohexanetetracarboxylic acid and its dianhydride
  作者：Akira Uchida、Masatoshi Hasegawa、Hiroshi Manami

  DOI：10.1107/s0108270103013362

  日期：2003.8.15

  cis,cis,cis-1,2,4,5-Cyclohexanetetracarboxylic acid,C10H12O8, (I), contains a mirror plane and the cyclohexane ring exhibits a chair conformation. Two crystallographically independent hydrogen bonds form R-2(2)(14), R-2(2)(16) and R-4(4)(16) ring motifs, and propagation of these two hydrogen bonds along the c and b axes generates C-2(2)(16) and C-2(2)(7) chains. cis, cis, cis-1,2: 4,5-Cyclohexanetetracarboxylic dianhydride, C10H8O6, (II), was prepared by the reaction of (I) with acetic anhydride. The cyclohexane ring of (II) exhibits a boat conformation and the dihedral angle between the two anhydro rings is 117.5 (1)degrees.