2-chloro-2-phenylsulfonyl-1-phenylbutanone | 117841-25-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-chloro-2-phenylsulfonyl-1-phenylbutanone
• 英文别名: 2-(Benzenesulfonyl)-2-chloro-1-phenylbutan-1-one
• CAS: 117841-25-5
• 化学式: C₁₆H₁₅ClO₃S
• 分子量: 322.812
• InChiKey: VKUQCVFQXALZLE-UHFFFAOYSA-N

物化性质

• 沸点：
  490.0±45.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-2-phenylsulfonyl-1-phenylbutanone 在 sodium tetrahydroborate 、 sodium dihydrogenphosphate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 1.0h， 以88%的产率得到threo-2-chloro-2-phenylsulfonyl-1-phenylbutanol
  参考文献：
  名称：

  Grossert, J. Stuart; Dharmaratne, H. Ranjith W.; Cameron, T. Stanley, Canadian Journal of Chemistry, 1988, vol. 66, p. 2860 - 2869

  摘要：

  DOI：
• 作为产物：
  描述：

  1-phenyl-2-(phenylsulfonyl)butan-1-one 在 potassium chloride 、 双氧水 作用下， 以 丙酮 为溶剂， 反应 6.0h， 以96%的产率得到2-chloro-2-phenylsulfonyl-1-phenylbutanone
  参考文献：
  名称：

  Chemoselective mono halogenation of β-keto-sulfones using potassium halide and hydrogen peroxide; synthesis of halomethyl sulfones and dihalomethyl sulfones

  摘要：

  The synthesis of alpha-halo beta-keto-sulfones using potassium halide and hydrogen peroxide as a chemoselective mono halogenation reagent and the synthesis of alpha, alpha-symmetrical and asymmetrical dihalo beta-keto-sulfones and alpha-halo, alpha-alkyl and beta-keto-sulfones is described. Base induced cleavage of alpha-halo beta-keto-sulfones, alpha,alpha-dihalo beta-keto-sulfones, and alpha-halo, alpha-alkyl beta-keto-sulfones afforded the corresponding halomethyl sulfones, dihalomethyl sulfones and haloalkyl sulfones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.129

文献信息

• Grossert, J. Stuart; Sotheeswaran, Subramanian; Dharmarante, H. Ranjith W., Canadian Journal of Chemistry, 1988, vol. 66, p. 2870 - 2879
  作者：Grossert, J. Stuart、Sotheeswaran, Subramanian、Dharmarante, H. Ranjith W.、Cameron, T. Stanley

  DOI：——

  日期：——
• Efficient Diastereoselective Syntheses of <i>erythro</i>- or <i>threo</i>-α-Alkyl-β-hydroxy Sulfones by Reductions of α-Alkyl-β-keto Sulfones with TiCl₄/BH₃ or LiEt₃BH/CeCl₃, Respectively
  作者：Enrico Marcantoni、Simone Cingolani、Giuseppe Bartoli,*、Marcella Bosco、Letizia Sambri

  DOI：10.1021/jo972284k

  日期：1998.5.1

  A stereoselective synthesis of erythro- and threo-alpha-alkyl-beta-hydroxy sulfones by reduction of the corresponding alpha-alkyl-beta-keto sulfones has I,een developed. The pivotal role in this methodology is played by the chelating or nonchelating properties of the Lewis acid employed. The strong chelating TiCl4 led to the erythro isomer in high diastereomeric excess in noncoordinating solvents (CH2Cl2) at -78 degrees C using BH3/py as reducing agent, while the nonchelating CeCl3 gave a high excess of the three isomer in coordinating solvents (THF) at the same temperature using lithium triethylborohydride (LiEt3BH) as reducing agent. Moreover, this methodology has been successfully utilized for the synthesis of alpha-allyl-beta-hydroxy sulfones, which are useful synthetic intermediates to obtain 2,5-disubstituted tetrahydrofurans by electrophilic cyclization.
• GROSSERT, J. STUART;DHARMARATNE, H. RANJITH W.;CAMERON, T. STANLEY;VINCEN+, CAN. J. CHEM., 66,(1988) N1, C. 2860-2869
  作者：GROSSERT, J. STUART、DHARMARATNE, H. RANJITH W.、CAMERON, T. STANLEY、VINCEN+

  DOI：——

  日期：——
• GROSSERT, J. STUART;SOTHEESWARAN, SUBRAMANIAN;DHARMARATNE, H. RANJITH W.;+, CAN. J. CHEM., 66,(1988) N1, C. 2870-2879
  作者：GROSSERT, J. STUART、SOTHEESWARAN, SUBRAMANIAN、DHARMARATNE, H. RANJITH W.、+

  DOI：——

  日期：——