[1,1']Binaphthalenyl-2,2'-dicarboxylic acid; compound with methanesulfinylmethane | 102996-82-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [1,1']Binaphthalenyl-2,2'-dicarboxylic acid; compound with methanesulfinylmethane
• CAS: 102996-82-7
• 化学式: C₂H₆OS*C₂₂H₁₄O₄
• 分子量: 420.486
• InChiKey: RGTZSADWZSPSSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.05
• 重原子数：
  30.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  91.67
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (S)-1,1’-联萘-2,2’-二甲酸 、 二甲基亚砜 生成 [1,1']Binaphthalenyl-2,2'-dicarboxylic acid; compound with methanesulfinylmethane
  参考文献：
  名称：

  Disorder as adaptation of the crystal structure to increase the crystallization temperature. X-ray crystal structure of the host-guest complexes between 1,1′-binaphthyl-2,2′-dicarboxylic acid and dimethyl sulphoxide obtained at 50 and 60 °C

  摘要：

  The complex formation of 1,1'-binaphthyl-2,2'-dicarboxylic acid (BNDA) with dimethyl sulphoxide (DMSO) at different temperatures was investigated. The crystal structures of the alpha- and beta-form [triclinic, , a = 9.614(2), b = 11.743(2), c = 12.029(2) Angstrom, alpha = 99.35(3), beta = 93.58(3), gamma = 110.51(3)degrees, V = 1244.5(4) Angstrom(3), Z = 2, R = 0.053 for 4879 reflections] host-guest complexes obtained at 50 and 60 degrees C, respectively, were determined by xray structure analysis (the crystal structure of the alpha-form obtained at room temperature was studied previously). There is disorder of the guest molecules characteristic of the alpha-form of the 1:1 BNDA.DMSO complex obtained at 50 degrees C and the host carboxylic groups in the beta-form of the 1:2 BNDA DMSO, considered a consequence of the changed conditions for crystal preparation. By disordering of the crystal structure the interaction of the solvent molecule with its environment, especially with nearest BNDA molecules, is improved. The new orientation leads to the formation of a more compact host-guest associate which resists the escape of the guest molecules from the growing crystal during crystallization and may exist even in the nucleation step. Thus disordering of the solvent molecules (alpha-form) and disordering of the carboxyl groups of the host molecules (beta-form) are the two modes of operation in this system. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199902)12:2<157::aid-poc111>3.0.co;2-3