2-(1,4-dihydro-2-methyl-1,4-dioxo-naphthalen-3-ylthio)benzoic acid | 1373962-41-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(1,4-dihydro-2-methyl-1,4-dioxo-naphthalen-3-ylthio)benzoic acid
• 英文别名: 2-(3-Methyl-1,4-dioxonaphthalen-2-yl)sulfanylbenzoic acid
• CAS: 1373962-41-4
• 化学式: C₁₈H₁₂O₄S
• 分子量: 324.357
• InChiKey: WKKMUBPRIRFPCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  96.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2'-联吡啶 、 2-(1,4-dihydro-2-methyl-1,4-dioxo-naphthalen-3-ylthio)benzoic acid 以 甲醇 为溶剂， 反应 24.0h， 以40%的产率得到
  参考文献：
  名称：

  Polymorphs and Solvates of 2-(1,4-Dihydro-1,4-dioxonaphthalen-3-ylthio)benzoic Acid

  摘要：

  Three conformational polymorphs of 2-(1,4-dihydro-1,4-dioxonaphthalen-3-ylthio) benzoic acid (L), an acetonitrile solvate of L, and cocrystal of L with 2,2'-bipyridine are structurally characterized. The two polymorphs I and II have Z' = 1 and possess R-2(2)(8) type of dimeric structure in which the two aromatic rings are in trans disposition across the cyclic hydrogen bonded motifs. However, the dihedral angles between the aromatic ring and 2-methyl 1,4-naphthoquinone rings are -129.38 degrees and 126.56 degrees, respectively. The polymorph III has Z' = 2; it shows R-2(2)(8) type of dimeric structures which are formed by two symmetry independent molecules. In its crystal lattice, the aromatic rings across the cyclic hydrogen bond motifs are in cis dispositions. Dihedral angles between the aromatic ring and 2-methyl 1,4-naphthoquinone ring in the two symmetry independent molecules are 114.82 degrees and 125.27 degrees, respectively. The acetonitrile solvate of 1 has Z' = 3. In its crystal lattice, it has two symmetry independent molecules forming R-2(2)(8) hydrogen bonds to form dimeric assemblies and another cyclic R-2(2)(8) type hydrogen bond geometry between molecules which constitute the third set of symmetry independent molecules. The 2-(1,4-dihydro-1,4-dioxonaphthalen-3-ylthio)benzoic acid also forms a 2:1 cocrystal with 2,2'-bipyridine; in this cocrystal the two nitrogen atoms are trans to each other and they participate in hydrogen bonds with carboxylic acids.

  DOI：

  10.1021/cg300318u
• 作为产物：
  描述：

  甲萘醌 、 硫代水杨酸 以 甲醇 为溶剂， 反应 3.0h， 以95%的产率得到2-(1,4-dihydro-2-methyl-1,4-dioxo-naphthalen-3-ylthio)benzoic acid
  参考文献：
  名称：

  Polymorphs and Solvates of 2-(1,4-Dihydro-1,4-dioxonaphthalen-3-ylthio)benzoic Acid

  摘要：

  Three conformational polymorphs of 2-(1,4-dihydro-1,4-dioxonaphthalen-3-ylthio) benzoic acid (L), an acetonitrile solvate of L, and cocrystal of L with 2,2'-bipyridine are structurally characterized. The two polymorphs I and II have Z' = 1 and possess R-2(2)(8) type of dimeric structure in which the two aromatic rings are in trans disposition across the cyclic hydrogen bonded motifs. However, the dihedral angles between the aromatic ring and 2-methyl 1,4-naphthoquinone rings are -129.38 degrees and 126.56 degrees, respectively. The polymorph III has Z' = 2; it shows R-2(2)(8) type of dimeric structures which are formed by two symmetry independent molecules. In its crystal lattice, the aromatic rings across the cyclic hydrogen bond motifs are in cis dispositions. Dihedral angles between the aromatic ring and 2-methyl 1,4-naphthoquinone ring in the two symmetry independent molecules are 114.82 degrees and 125.27 degrees, respectively. The acetonitrile solvate of 1 has Z' = 3. In its crystal lattice, it has two symmetry independent molecules forming R-2(2)(8) hydrogen bonds to form dimeric assemblies and another cyclic R-2(2)(8) type hydrogen bond geometry between molecules which constitute the third set of symmetry independent molecules. The 2-(1,4-dihydro-1,4-dioxonaphthalen-3-ylthio)benzoic acid also forms a 2:1 cocrystal with 2,2'-bipyridine; in this cocrystal the two nitrogen atoms are trans to each other and they participate in hydrogen bonds with carboxylic acids.

  DOI：

  10.1021/cg300318u