2-[3-chloro-2-(methylsulfanyl)phenyl]-1,3-dioxolane | 1379324-65-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-[3-chloro-2-(methylsulfanyl)phenyl]-1,3-dioxolane
• 英文别名: 2-(3-Chloro-2-methylsulfanylphenyl)-1,3-dioxolane；2-(3-chloro-2-methylsulfanylphenyl)-1,3-dioxolane
• CAS: 1379324-65-8
• 化学式: C₁₀H₁₁ClO₂S
• 分子量: 230.715
• InChiKey: WNLLCRFGHHAHNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[3-chloro-2-(methylsulfanyl)phenyl]-1,3-dioxolane 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 以82%的产率得到3-chloro-2-(methylsulfanyl)benzaldehyde
  参考文献：
  名称：

  Functionalization of 3-Chlorobenzaldehyde

  摘要：

  2-Substituted 3-chlorobenzaldehydes were prepared from the corresponding 2-(3-chlorophenyl)-1,3-dioxolanes using an ortho-lithiation strategy. The 6-chloro-2-formylbenzamide exists only in a ring form, but 6-chloro-2-formylbenzoic acid esters were isolated in both forms as open chain and cyclic tautomers. 7-Chloro-3-hydroxy-3H-isobenzofuran-1-one reacted with nucleophilic reagents at the carbonyl or quaternary carbon depending on the character of nucleophile.

  DOI：

  10.1055/s-0031-1289784
• 作为产物：
  描述：

  3-氯苯甲醛 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 14.75h， 生成 2-[3-chloro-2-(methylsulfanyl)phenyl]-1,3-dioxolane
  参考文献：
  名称：

  Functionalization of 3-Chlorobenzaldehyde

  摘要：

  2-Substituted 3-chlorobenzaldehydes were prepared from the corresponding 2-(3-chlorophenyl)-1,3-dioxolanes using an ortho-lithiation strategy. The 6-chloro-2-formylbenzamide exists only in a ring form, but 6-chloro-2-formylbenzoic acid esters were isolated in both forms as open chain and cyclic tautomers. 7-Chloro-3-hydroxy-3H-isobenzofuran-1-one reacted with nucleophilic reagents at the carbonyl or quaternary carbon depending on the character of nucleophile.

  DOI：

  10.1055/s-0031-1289784

文献信息

• Functionalization of 3-Chlorobenzaldehyde
  作者：Peteris Trapencieris、Kristine Aksjonova、Sergey Belyakov、Edvards Liepinsh、Arne Boman、Torbjorn Lundstedt、Per Lek

  DOI：10.1055/s-0031-1289784

  日期：2012.7

  2-Substituted 3-chlorobenzaldehydes were prepared from the corresponding 2-(3-chlorophenyl)-1,3-dioxolanes using an ortho-lithiation strategy. The 6-chloro-2-formylbenzamide exists only in a ring form, but 6-chloro-2-formylbenzoic acid esters were isolated in both forms as open chain and cyclic tautomers. 7-Chloro-3-hydroxy-3H-isobenzofuran-1-one reacted with nucleophilic reagents at the carbonyl or quaternary carbon depending on the character of nucleophile.