rose bengal methyl ester | 92888-04-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: rose bengal methyl ester
• 英文别名: sodium;2,4,5,7-tetraiodo-6-oxo-9-(2,3,4,5-tetrachloro-6-methoxycarbonylphenyl)xanthen-3-olate
• CAS: 92888-04-5
• 化学式: C₂₁H₅Cl₄I₄O₅*Na
• 分子量: 1009.69
• InChiKey: HQMWXWZMCXXZJI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  35.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  79.57
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  孟加拉红内酯 生成 rose bengal methyl ester
  参考文献：
  名称：

  AMAT-GUERRI, F.;LOPEZ-GONDZALEZ, M. M. C.;MARTINEZ-UTRILLA, R.;SASTRE, R., DYES AND PIGM., 12,(1990) N, C. 249-272

  摘要：

  DOI：
• 作为试剂：
  描述：

  1-(naphthalen-2-yl(phenylselanyl)methyl)cyclohexan-1-ol 在 rose bengal methyl ester 作用下， 19.0~23.0 ℃ 、101.33 kPa 条件下， 以60 %的产率得到2-(naphthalen-2-yl)cycloheptan-1-one
  参考文献：
  名称：

  Hydrogen‐Bond‐Modulated Nucleofugality of Se ^III Species to Enable Photoredox‐Catalytic Semipinacol Manifolds

  摘要：

  AbstractChemical bond activations mediated by H‐bond interactions involving highly electronegative elements such as nitrogen and oxygen are powerful tactics in modern catalysis research. On the contrary, kindred catalytic regimes in which heavier, less electronegative elements such as selenium engage in H‐bond interactions to co‐activate C−Se σ‐bonds under oxidative conditions are elusive. Traditional strategies to enhance the nucleofugality of selenium residues predicate on the oxidative addition of electrophiles onto SeII‐centers, which entails the elimination of the resulting SeIV moieties. Catalytic procedures in which SeIV nucleofuges are substituted rather than eliminated are very rare and, so far, not applicable to carbon‐carbon bond formations. In this study, we introduce an unprecedented combination of O−H⋅⋅⋅Se H‐bond interactions and single electron oxidation to catalytically generate SeIII nucleofuges that allow for the formation of new C−C σ‐bonds by means of a type I semipinacol process in high yields and excellent selectivity.

  DOI：

  10.1002/anie.202208611

文献信息

• Thermal decarboxylation of rose bengal dye
  作者：Francisco Amat-Guerri、M.Mar C. López-González、Roberto Martínez-Utrilla

  DOI：10.1016/s0040-4039(01)81418-0

  日期：1984.1

  The xanthene dye rose bengal undergoes decarboxylation when heated in dimethylformamide or cyclohexanone.

  x吨染料玫瑰红在二甲基甲酰胺或环己酮中加热时会发生脱羧反应。