3-chloro-3-phenyl-propyl phenyl sulfone | 1228297-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-chloro-3-phenyl-propyl phenyl sulfone
• 英文别名: [3-(Benzenesulfonyl)-1-chloropropyl]benzene；[3-(benzenesulfonyl)-1-chloropropyl]benzene
• CAS: 1228297-54-8
• 化学式: C₁₅H₁₅ClO₂S
• 分子量: 294.802
• InChiKey: FEXIUVVAITWTAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-chloro-3-phenyl-propyl phenyl sulfone 在 potassium tert-butylate 、 水 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以84%的产率得到trans-2-phenyl-phenylsulfonyl cyclopropane
  参考文献：
  名称：

  Synthesis of substituted tetrahydrofurans via intermolecular reactions of γ-chlorocarbanions of 3-substituted 3-chloro-propylphenyl sulfones with aldehydes

  摘要：

  Carbanions of 3-substituted-3-chloropropyl phenyl sulfones add to carbonyl groups of aldehydes to produce aldol type adducts that undergo 1,5-intramolecular substitution giving 2,3,5-trisubstituted tetrahydrofurans. The effect of substituents in the 3-position of these sulfones on the relative rates of 1,3-intramolecular substitution of the corresponding gamma-chlorocarbanions and their intramolecular addition are disclosed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.006
• 作为产物：
  描述：

  1-phenyl-3-(phenylsulfonyl)-propan-1-ol 在 盐酸 、 水 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到3-chloro-3-phenyl-propyl phenyl sulfone
  参考文献：
  名称：

  Synthesis of substituted tetrahydrofurans via intermolecular reactions of γ-chlorocarbanions of 3-substituted 3-chloro-propylphenyl sulfones with aldehydes

  摘要：

  Carbanions of 3-substituted-3-chloropropyl phenyl sulfones add to carbonyl groups of aldehydes to produce aldol type adducts that undergo 1,5-intramolecular substitution giving 2,3,5-trisubstituted tetrahydrofurans. The effect of substituents in the 3-position of these sulfones on the relative rates of 1,3-intramolecular substitution of the corresponding gamma-chlorocarbanions and their intramolecular addition are disclosed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.006

文献信息

• Synthesis of substituted tetrahydrofurans via intermolecular reactions of γ-chlorocarbanions of 3-substituted 3-chloro-propylphenyl sulfones with aldehydes
  作者：Agnieszka Brandt、Anna Wojtasiewicz、Marcin Śnieżek、Mieczysław Mąkosza

  DOI：10.1016/j.tet.2010.02.006

  日期：2010.5

  Carbanions of 3-substituted-3-chloropropyl phenyl sulfones add to carbonyl groups of aldehydes to produce aldol type adducts that undergo 1,5-intramolecular substitution giving 2,3,5-trisubstituted tetrahydrofurans. The effect of substituents in the 3-position of these sulfones on the relative rates of 1,3-intramolecular substitution of the corresponding gamma-chlorocarbanions and their intramolecular addition are disclosed. (C) 2010 Elsevier Ltd. All rights reserved.