2,2'-{Sulfanediylbis[(4-methyl-2,1-phenylene)oxy]}diacetic acid | 875935-93-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2'-{Sulfanediylbis[(4-methyl-2,1-phenylene)oxy]}diacetic acid
• 英文别名: 2-[2-[2-(carboxymethoxy)-5-methylphenyl]sulfanyl-4-methylphenoxy]acetic acid
• CAS: 875935-93-6
• 化学式: C₁₈H₁₈O₆S
• 分子量: 362.403
• InChiKey: XGQYCYWZENFFIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,2'-{Sulfanediylbis[(4-methyl-2,1-phenylene)oxy]}diacetic acid 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-[2-[2-(2-chloro-2-oxoethoxy)-5-methylphenyl]sulfanyl-4-methylphenoxy]acetyl chloride
  参考文献：
  名称：

  Efficient Routes for the Synthesis of Dinaphthosulfide (BINOL Derivatives) and Dibenzosulfide Aza Podands Containing Ethanolamine

  摘要：

  Four new dinaphthosulfide and dibenzosulfide aza podands were synthesized. The synthesis of these podands was performed under three different reaction conditions: 1) diester, K(2)CO(3), methanol, and RT; 2) diester, ethanolamine, and microwave (MW); and 3) diacid dichloride, ethanolamine, Et(3)N, CH(2)Cl(2), RT. Two kinds of diester (dinaphthosulfide and dibenzosulfide) were used for the preparation of dihydroxy podands. These dihydroxy podands were reacted with thionyl chloride to afford dichloro podands. The second route gave excellent yields of dihydroxy podands. Dichloro podands are more soluble than dihydroxy podands in conventional solvents such as methanol, chloroform, and acetonitrile.

  DOI：

  10.1080/10426500802417059
• 作为产物：
  描述：

  2,2'-sulfinyl bis[methy(4-methylphenoxyacetate)] 在 水 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以92%的产率得到2,2'-{Sulfanediylbis[(4-methyl-2,1-phenylene)oxy]}diacetic acid
  参考文献：
  名称：

  Efficient Routes for the Synthesis of Dinaphthosulfide (BINOL Derivatives) and Dibenzosulfide Aza Podands Containing Ethanolamine

  摘要：

  Four new dinaphthosulfide and dibenzosulfide aza podands were synthesized. The synthesis of these podands was performed under three different reaction conditions: 1) diester, K(2)CO(3), methanol, and RT; 2) diester, ethanolamine, and microwave (MW); and 3) diacid dichloride, ethanolamine, Et(3)N, CH(2)Cl(2), RT. Two kinds of diester (dinaphthosulfide and dibenzosulfide) were used for the preparation of dihydroxy podands. These dihydroxy podands were reacted with thionyl chloride to afford dichloro podands. The second route gave excellent yields of dihydroxy podands. Dichloro podands are more soluble than dihydroxy podands in conventional solvents such as methanol, chloroform, and acetonitrile.

  DOI：

  10.1080/10426500802417059

文献信息

• Efficient Routes for the Synthesis of Dinaphthosulfide (BINOL Derivatives) and Dibenzosulfide Aza Podands Containing Ethanolamine
  作者：Esmael Rostami、Davood Heidaryan、Hanif Fattahi、Abbas Shockravi、Mehdi Zarei、Farokh Rakhshanderu

  DOI：10.1080/10426500802417059

  日期：2009.7.13

  Four new dinaphthosulfide and dibenzosulfide aza podands were synthesized. The synthesis of these podands was performed under three different reaction conditions: 1) diester, K(2)CO(3), methanol, and RT; 2) diester, ethanolamine, and microwave (MW); and 3) diacid dichloride, ethanolamine, Et(3)N, CH(2)Cl(2), RT. Two kinds of diester (dinaphthosulfide and dibenzosulfide) were used for the preparation of dihydroxy podands. These dihydroxy podands were reacted with thionyl chloride to afford dichloro podands. The second route gave excellent yields of dihydroxy podands. Dichloro podands are more soluble than dihydroxy podands in conventional solvents such as methanol, chloroform, and acetonitrile.