Phenanthren-3-sulfonsaeure-Na-Salz | 5345-99-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: Phenanthren-3-sulfonsaeure-Na-Salz
• 英文别名: sodium phenanthrene-3-sulfonate；Sodium phenanthrene-3-sulfonate；sodium;phenanthrene-3-sulfonate
• CAS: 5345-99-3
• 化学式: C₁₄H₉O₃S*Na
• 分子量: 280.279
• InChiKey: KCPGDEWIXXQYPR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2904100000

反应信息

• 作为反应物：
  描述：

  Phenanthren-3-sulfonsaeure-Na-Salz 在 五氯化磷 、 三氯氧磷 作用下， 以87%的产率得到菲-3-磺酰氯
  参考文献：
  名称：

  Optimization of the synthesis of phenanthrene-2- and -3-sulfonyl chlorides

  摘要：

  Sulfonation of phenanthrene with sulfuric acid, followed by neutralization with sodium hydroxide, gave a mixture of isomeric sodium phenanthrenesulfonates in an overall yield of 83%. Sodium phenanthrene-2-, -3-, and -9-sulfonates were isolated in 17, 43, and 4% yield, respectively. Sulfonation of phenanthrene with ClSO3H or SO3 did not improve the yields of phenanthrene-2- and -3-sulfonic acids. Treatment of sodium phenanthrene-2- and -3-sulfonates with PCl5-POCl3 or SOCl2-DMF afforded the corresponding sulfonyl chlorides in 89 and 87 or 69 and 70% yield, respectively. Pure phenanthrene-2- and -3-sulfonyl chlorides were also synthesized in 27 and 51% yield by reaction of a mixture of 2- and 3-sulfonates with PCl5-POCl3.

  DOI：

  10.1134/s1070428012040148
• 作为产物：
  描述：

  菲 在 硫酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.33h， 以4.48 g的产率得到sodium phenanthrene-2-sulfonate
  参考文献：
  名称：

  Optimization of the synthesis of phenanthrene-2- and -3-sulfonyl chlorides

  摘要：

  Sulfonation of phenanthrene with sulfuric acid, followed by neutralization with sodium hydroxide, gave a mixture of isomeric sodium phenanthrenesulfonates in an overall yield of 83%. Sodium phenanthrene-2-, -3-, and -9-sulfonates were isolated in 17, 43, and 4% yield, respectively. Sulfonation of phenanthrene with ClSO3H or SO3 did not improve the yields of phenanthrene-2- and -3-sulfonic acids. Treatment of sodium phenanthrene-2- and -3-sulfonates with PCl5-POCl3 or SOCl2-DMF afforded the corresponding sulfonyl chlorides in 89 and 87 or 69 and 70% yield, respectively. Pure phenanthrene-2- and -3-sulfonyl chlorides were also synthesized in 27 and 51% yield by reaction of a mixture of 2- and 3-sulfonates with PCl5-POCl3.

  DOI：

  10.1134/s1070428012040148