3-(2,2-diphenylcyclopropyl)-2,2-dimethyl-3-oxopropanoic acid | 936355-51-0

• 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: 3-(2,2-diphenylcyclopropyl)-2,2-dimethyl-3-oxopropanoic acid
• CAS: 936355-51-0
• 化学式: C₂₀H₂₀O₃
• 分子量: 308.377
• InChiKey: BPXQKHARIHQDAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,4-dihydroxy-2-methyl-1-phenylbutan-1-one 、 3-(2,2-diphenylcyclopropyl)-2,2-dimethyl-3-oxopropanoic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以43%的产率得到3-hydroxy-3-methyl-4-oxo-4-phenylbutyl-3-(2,2-diphenylcyclopropyl)-2,2-dimethyl-3-oxopropanoate
  参考文献：
  名称：

  Compatible Injection and Detection Systems for Studying the Kinetics of Excess Electron Transfer

  摘要：

  [GRAPHICS]A design for fast kinetic studies of electron transfer in radical anions is reported. alpha-Hydroxy radicals formed by 355 nm laser flash photolysis of alpha-phenacyl alcohols are deprotonated under basic conditions to give ketyl radical anions that serve as electron injectors in inter- and intramolecular electron-transfer reactions. The 2,2-diphenylcyclopropyl group serves as a reporter. When an electron is injected and transferred such that spin character is adjacent to the reporter, cyclopropyl ring opening gives a readily detected diphenylalkyl radical.

  DOI：

  10.1021/ol070593j
• 作为产物：
  描述：

  methyl 3-(2,2-diphenylcyclopropyl)-2,2-dimethyl-3-oxopropanoate 在 lithium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以95%的产率得到3-(2,2-diphenylcyclopropyl)-2,2-dimethyl-3-oxopropanoic acid
  参考文献：
  名称：

  Compatible Injection and Detection Systems for Studying the Kinetics of Excess Electron Transfer

  摘要：

  [GRAPHICS]A design for fast kinetic studies of electron transfer in radical anions is reported. alpha-Hydroxy radicals formed by 355 nm laser flash photolysis of alpha-phenacyl alcohols are deprotonated under basic conditions to give ketyl radical anions that serve as electron injectors in inter- and intramolecular electron-transfer reactions. The 2,2-diphenylcyclopropyl group serves as a reporter. When an electron is injected and transferred such that spin character is adjacent to the reporter, cyclopropyl ring opening gives a readily detected diphenylalkyl radical.

  DOI：

  10.1021/ol070593j