1-hydroxyl-1,1-diphenyl ethyl formate

• 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: 1-hydroxyl-1,1-diphenyl ethyl formate
• 英文别名: (2-Hydroxy-2,2-diphenylethyl) formate；(2-hydroxy-2,2-diphenylethyl) formate
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: OWERXASNLXCYLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲酸 、 1,1-二苯基环氧乙烷 在 溴化氰 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以5%的产率得到联苯乙醛
  参考文献：
  名称：

  1,1-Diphenyl-2-methylsulfinyl ethanol: a model compound to study the reactivity towards CNBr of a photoadduct of methionine on CγH2

  摘要：

  The photoadduct formed by photolysis of the [Bapa(0), (pBzl)Phe(5), Met(O-2)(11)]SP/NK-1 complex localised within the (TMP175)-M-173 domain of the NK-1 receptor cannot be cleaved by CNBr on the C-side of methionine; an unusual rearrangement of the intermediate sulfonium instead Occurred. The reactivity of 1,1-diphenyl-2-methylsulfinyl ethanol 10 towards CNBr treatment and the stability of the 1,1-diphenyl oxirane 14 were analysed by NMR and mass spectrometry. 1,1-Diphenyl ethylene 13 can be formed from epoxide 14 even in slightly acidic conditions and during positive DCI/NH3 mass spectrometry analysis. Altogether, these results suggest that if a covalent linkage between the [Bapa(0), (pBzl)Phe(5), Met(O-2)(11)] and the NK-1 receptor occurred on the CyH2 of methionine-174, CNBr treatment will lead to an epoxide/ketone and an ethylenic compound. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)01801-4

文献信息

• 1,1-Diphenyl-2-methylsulfinyl ethanol: a model compound to study the reactivity towards CNBr of a photoadduct of methionine on CγH2
  作者：Emmanuelle Sachon、Thierry Milcent、Sandrine Sagan、Odile Convert、Gérard Chassaing、Solange Lavielle

  DOI：10.1016/s0040-4039(02)01801-4

  日期：2002.10

  The photoadduct formed by photolysis of the [Bapa(0), (pBzl)Phe(5), Met(O-2)(11)]SP/NK-1 complex localised within the (TMP175)-M-173 domain of the NK-1 receptor cannot be cleaved by CNBr on the C-side of methionine; an unusual rearrangement of the intermediate sulfonium instead Occurred. The reactivity of 1,1-diphenyl-2-methylsulfinyl ethanol 10 towards CNBr treatment and the stability of the 1,1-diphenyl oxirane 14 were analysed by NMR and mass spectrometry. 1,1-Diphenyl ethylene 13 can be formed from epoxide 14 even in slightly acidic conditions and during positive DCI/NH3 mass spectrometry analysis. Altogether, these results suggest that if a covalent linkage between the [Bapa(0), (pBzl)Phe(5), Met(O-2)(11)] and the NK-1 receptor occurred on the CyH2 of methionine-174, CNBr treatment will lead to an epoxide/ketone and an ethylenic compound. (C) 2002 Published by Elsevier Science Ltd.