Phenylthioessigsaeure-p-nitrophenylester | 62171-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: Phenylthioessigsaeure-p-nitrophenylester
• 英文别名: Phenylthioacetic acid, 4-nitrophenyl ester；(4-nitrophenyl) 2-phenylsulfanylacetate
• CAS: 62171-63-5
• 化学式: C₁₄H₁₁NO₄S
• 分子量: 289.312
• InChiKey: BMVZFCUYQCRMRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Phenylthioessigsaeure-p-nitrophenylester 在 triethylamine tris(hydrogen fluoride) 作用下， 以 乙腈 为溶剂， 以6%的产率得到Fluoro-phenylsulfanyl-acetic acid 4-nitro-phenyl ester
  参考文献：
  名称：

  Adsorption effects on the selective electrofluorination of α-(phenylthio)acetamides and α-(phenylthio)acetates in Et3N·3HF/CH3CN

  摘要：

  Cyclic voltammetric behaviour of alpha-(phenylthio)acetamides and alpha-(phenylthio)acetates were compared in CH3CN/tetrabutylammonium perchlorate (TBAP) and CH3CN/Et3N . 3HF to assess the influence of fluoride ion on the oxidative pathway. These studies support the Pummerer mechanistic pathway involving an initial attack at sulfur in selective electrofluorination (SEF). A linear correlation between the peak current values in cyclic voltammetry and overall synthetic yield in preparative electrolysis was obtained suggesting the importance of weak blocking or a reactive adsorption effect on the overall synthetic processes. Other factors influencing the adsorption and insulation of electrode surfaces during the SEF are also discussed. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(98)00279-6

文献信息

• Adsorption effects on the selective electrofluorination of α-(phenylthio)acetamides and α-(phenylthio)acetates in Et3N·3HF/CH3CN
  作者：V. Suryanarayanan、S. Chellammal、M. Noel

  DOI：10.1016/s0022-1139(98)00279-6

  日期：1999.1

  Cyclic voltammetric behaviour of alpha-(phenylthio)acetamides and alpha-(phenylthio)acetates were compared in CH3CN/tetrabutylammonium perchlorate (TBAP) and CH3CN/Et3N . 3HF to assess the influence of fluoride ion on the oxidative pathway. These studies support the Pummerer mechanistic pathway involving an initial attack at sulfur in selective electrofluorination (SEF). A linear correlation between the peak current values in cyclic voltammetry and overall synthetic yield in preparative electrolysis was obtained suggesting the importance of weak blocking or a reactive adsorption effect on the overall synthetic processes. Other factors influencing the adsorption and insulation of electrode surfaces during the SEF are also discussed. (C) 1999 Elsevier Science S.A. All rights reserved.