2,2-difluoro-1,1-diphenyl-2-(phenylsulfinyl)ethanol | 899820-67-8

• 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: 2,2-difluoro-1,1-diphenyl-2-(phenylsulfinyl)ethanol
• 英文别名: 2,2-difluoro-1,1-diphenyl-2-phenylsulfinylethanol
• CAS: 899820-67-8
• 化学式: C₂₀H₁₆F₂O₂S
• 分子量: 358.409
• InChiKey: VKUMSJMEJYQOLM-UHFFFAOYSA-N

物化性质

• 熔点：
  158-161 °C
• 沸点：
  547.1±50.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.32
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,2-difluoro-1,1-diphenyl-2-(phenylsulfinyl)ethanol 以80%的产率得到1,1-difluoro-2,2-diphenylethylene
  参考文献：
  名称：

  α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds

  摘要：

  alpha,alpha-Difluoro-alpha-phenylsulfanyl-alpha-trimethylsilylmethane (PhSCF2SiMe3) has been demonstrated as an alpha,alpha-difluoro-alpha-plhenylsulfanylmethyl carbanion equivalent. gem-Difluorophenylsulfanylmethylation of carbonyl compounds has been successfully achieved by using PhSCF2SiMe3 in the presence of TBAF in THE The adducts have been converted to the corresponding gem-difluoroalkenes by a novel pyrolytic and/or FVP elimination of the beta-hydroxy-alpha-phenyisufinyl derivatives under reduced pressure. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.015
• 作为产物：
  描述：

  [二氟(苯硫基)甲基]三甲基硅烷 在 四丁基氟化铵 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 为溶剂， 生成 2,2-difluoro-1,1-diphenyl-2-(phenylsulfinyl)ethanol
  参考文献：
  名称：

  α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds

  摘要：

  alpha,alpha-Difluoro-alpha-phenylsulfanyl-alpha-trimethylsilylmethane (PhSCF2SiMe3) has been demonstrated as an alpha,alpha-difluoro-alpha-plhenylsulfanylmethyl carbanion equivalent. gem-Difluorophenylsulfanylmethylation of carbonyl compounds has been successfully achieved by using PhSCF2SiMe3 in the presence of TBAF in THE The adducts have been converted to the corresponding gem-difluoroalkenes by a novel pyrolytic and/or FVP elimination of the beta-hydroxy-alpha-phenyisufinyl derivatives under reduced pressure. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.015

文献信息

• Nucleophilic (phenylsulfinyl)difluoromethylation of carbonyl compounds with difluoromethyl phenyl sulfoxide
  作者：Lingui Zhu、Ya Li、Chuanfa Ni、Jinbo Hu、Petr Beier、Ying Wang、G.K. Surya Prakash、George A. Olah

  DOI：10.1016/j.jfluchem.2007.05.003

  日期：2007.10

  We have successfully achieved nucleophilic (phenylsulfinyl)difluoromethylation of both enolizable and non-enolizable aldehydes and ketones by using difluoromethyl phenyl sulfone (1) as the fluoroalkylating agent. Although the chemical yields of the reactions are good to excellent, the observed diastereoselectivity is poor (dr = 1:1.04–2.03). The present synthetic methodology provides a convenient alternative

  通过使用二氟甲基苯砜（1）作为氟代烷基化剂，我们已经成功实现了可烯化和不可烯化的醛和酮的亲核性（苯亚磺酰基）二氟甲基化反应。尽管反应的化学收率好到极好，但观察到的非对映选择性差（dr = 1：1.04–2.03）。本合成方法为制备先前通过两步法合成的α-（苯基亚磺酰基）二氟甲基化甲醇提供了一种方便的替代方法。
• α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds
  作者：Manat Pohmakotr、Kanhokthron Boonkitpattarakul、Winai Ieawsuwan、Suwatchai Jarussophon、Nongnaphat Duangdee、Patoomratana Tuchinda、Vichai Reutrakul

  DOI：10.1016/j.tet.2006.04.015

  日期：2006.6

  alpha,alpha-Difluoro-alpha-phenylsulfanyl-alpha-trimethylsilylmethane (PhSCF2SiMe3) has been demonstrated as an alpha,alpha-difluoro-alpha-plhenylsulfanylmethyl carbanion equivalent. gem-Difluorophenylsulfanylmethylation of carbonyl compounds has been successfully achieved by using PhSCF2SiMe3 in the presence of TBAF in THE The adducts have been converted to the corresponding gem-difluoroalkenes by a novel pyrolytic and/or FVP elimination of the beta-hydroxy-alpha-phenyisufinyl derivatives under reduced pressure. (c) 2006 Elsevier Ltd. All rights reserved.