2-(2-Carboxy-6-methylphenyl)-1,3-dioxoisoindole-4-carboxylic acid | 1158834-44-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(2-Carboxy-6-methylphenyl)-1,3-dioxoisoindole-4-carboxylic acid
• 英文别名: 2-(2-carboxy-6-methylphenyl)-1,3-dioxoisoindole-4-carboxylic acid
• CAS: 1158834-44-6；1159266-95-1；1159266-96-2
• 化学式: C₁₇H₁₁NO₆
• 分子量: 325.277
• InChiKey: BCIUGKYFTVPTMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 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：
  112
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-Carboxy-6-methylphenyl)-1,3-dioxoisoindole-4-carboxylic acid 、 二氮杂甲苯 以 乙酸乙酯 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  A Small Molecule Diacid with Long-Term Chiral Memory

  摘要：

  A small, axially chiral diacid was designed with chiral memory based on restricted rotation. Heating a racemic sample with a chiral alkaloid led to an enantiomeric excess of up to 40% ee. The guest-induced chirality was preserved on cooling to rt, which was maintained even in the absence of guest (t(1/2) = 14y). The chiral enrichment process was also reversible, allowing the diacid to be used as a chiral switch.

  DOI：

  10.1021/ol900955q
• 作为产物：
  描述：

  Hemimellitsaeureanhydrid 、 2-氨基-3-甲基苯甲酸 反应 12.0h， 以100%的产率得到2-(2-Carboxy-6-methylphenyl)-1,3-dioxoisoindole-4-carboxylic acid
  参考文献：
  名称：

  A Small Molecule Diacid with Long-Term Chiral Memory

  摘要：

  A small, axially chiral diacid was designed with chiral memory based on restricted rotation. Heating a racemic sample with a chiral alkaloid led to an enantiomeric excess of up to 40% ee. The guest-induced chirality was preserved on cooling to rt, which was maintained even in the absence of guest (t(1/2) = 14y). The chiral enrichment process was also reversible, allowing the diacid to be used as a chiral switch.

  DOI：

  10.1021/ol900955q