(2,6-二氟苯基)2,2,2-三氯乙基硫酸盐 | 653605-16-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 中文名称: (2,6-二氟苯基)2,2,2-三氯乙基硫酸盐
• 英文名称: sulfuric acid 2,6-difluorophenyl ester 2,2,2-trichloroethyl ester
• 英文别名: 2,6-Difluorophenyl 2,2,2-trichloroethyl sulfate；(2,6-difluorophenyl) 2,2,2-trichloroethyl sulfate
• CAS: 653605-16-4
• 化学式: C₈H₅Cl₃F₂O₄S
• 分子量: 341.547
• InChiKey: GFOULYVMENMWKE-UHFFFAOYSA-N

物化性质

• 沸点：
  364.4±42.0 °C(Predicted)
• 密度：
  1.708±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2,6-二氟苯基)2,2,2-三氯乙基硫酸盐 在 palladium on activated charcoal 甲酸铵 作用下， 以 甲醇 为溶剂， 以92%的产率得到2,6-difluorophenylsulfate ammonium salt
  参考文献：
  名称：

  Synthesis and Protection of Aryl Sulfates Using the 2,2,2-Trichloroethyl Moiety

  摘要：

  [GRAPHICS]The 2,2,2-trichloroethyl (TCE) group was utilized as the first protecting group for aryl sulfates. Aryl sulfates, protected with the TCE group, were prepared in high yield by reacting phenols with chlorosulfuric acid TCE ester. Deprotection was accomplished using Pd/C-ammonium formate or with Zn-ammonium formate to give aryl sulfate monoesters in high yield. This approach to aryl sulfate synthesis was successfully applied to the construction of estrone sulfate derivatives, which could not be prepared by previous methodologies.

  DOI：

  10.1021/ol036157o
• 作为产物：
  描述：

  2,2,2-三氯乙基氯磺酸酯 、 2,6-二氟苯酚 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以90%的产率得到(2,6-二氟苯基)2,2,2-三氯乙基硫酸盐
  参考文献：
  名称：

  Synthesis and Protection of Aryl Sulfates Using the 2,2,2-Trichloroethyl Moiety

  摘要：

  [GRAPHICS]The 2,2,2-trichloroethyl (TCE) group was utilized as the first protecting group for aryl sulfates. Aryl sulfates, protected with the TCE group, were prepared in high yield by reacting phenols with chlorosulfuric acid TCE ester. Deprotection was accomplished using Pd/C-ammonium formate or with Zn-ammonium formate to give aryl sulfate monoesters in high yield. This approach to aryl sulfate synthesis was successfully applied to the construction of estrone sulfate derivatives, which could not be prepared by previous methodologies.

  DOI：

  10.1021/ol036157o

文献信息

• Synthesis and Protection of Aryl Sulfates Using the 2,2,2-Trichloroethyl Moiety
  作者：Yong Liu、I-Feh Felicia Lien、Scott Ruttgaizer、Peter Dove、Scott D. Taylor

  DOI：10.1021/ol036157o

  日期：2004.1.1

  [GRAPHICS]The 2,2,2-trichloroethyl (TCE) group was utilized as the first protecting group for aryl sulfates. Aryl sulfates, protected with the TCE group, were prepared in high yield by reacting phenols with chlorosulfuric acid TCE ester. Deprotection was accomplished using Pd/C-ammonium formate or with Zn-ammonium formate to give aryl sulfate monoesters in high yield. This approach to aryl sulfate synthesis was successfully applied to the construction of estrone sulfate derivatives, which could not be prepared by previous methodologies.