sulfuric acid 4-nitrophenyl ester 2,2,2-trichloroethyl ester | 38793-61-2

• 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
• 英文名称: sulfuric acid 4-nitrophenyl ester 2,2,2-trichloroethyl ester
• 英文别名: (4-Nitrophenyl) 2,2,2-trichloroethyl sulfate
• CAS: 38793-61-2
• 化学式: C₈H₆Cl₃NO₆S
• 分子量: 350.564
• InChiKey: LFHRWRLPTLYYFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 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：
  107
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  sulfuric acid 4-nitrophenyl ester 2,2,2-trichloroethyl ester 在 palladium on activated charcoal 甲酸铵 作用下， 以 甲醇 为溶剂， 以82%的产率得到4-nitrophenylsulfate 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：

  对硝基苯酚 、 2,2,2-三氯乙基氯磺酸酯 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93%的产率得到sulfuric acid 4-nitrophenyl ester 2,2,2-trichloroethyl ester
  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

• Hedayatullah,M. et al., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1972, vol. 274, p. 1937 - 1940
  作者：Hedayatullah,M. et al.

  DOI：——

  日期：——