difluorobis(4-chlorophenylthio)methane | 78840-51-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: difluorobis(4-chlorophenylthio)methane
• 英文别名: 1,1'-[(Difluoromethylene)disulfanediyl]bis(4-chlorobenzene)；1-chloro-4-[(4-chlorophenyl)sulfanyl-difluoromethyl]sulfanylbenzene
• CAS: 78840-51-4
• 化学式: C₁₃H₈Cl₂F₂S₂
• 分子量: 337.241
• InChiKey: CCWDURKMLPFVTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-叠氮丙二酸二甲酯 、 difluorobis(4-chlorophenylthio)methane 在 bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} 作用下， 以 二氯甲烷 为溶剂， 以57 %的产率得到
  参考文献：
  名称：

  CN117185975

  摘要：

  公开号：
• 作为产物：
  描述：

  4-氯苯硫酚 在 silver hexafluoroantimonate 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.17h， 生成 difluorobis(4-chlorophenylthio)methane
  参考文献：
  名称：

  Electrophilic Difluoro(phenylthio)methylation: Generation, Stability, and Reactivity of α-Fluorocarbocations

  摘要：

  Electrophilic difluoro(phenylthio)methylation of allylsilanes has been achieved using bromodifluoro(phenylthio)methane (PhSCF2Br) and silver hexafluoroantimonate (AgSbF6). The structural assignment and observation of alpha-fluorocarbocation were substantiated by NMR and theoretical calculations. Detailed mechanistic and electronic studies have provided a fundamental understanding of the reactivity and stability of the difluoro(phenylthio)methylium cation (PhSCF2+).

  DOI：

  10.1021/ol402631t

文献信息

• Preparation of bromodifluoromethyl sulfide and its conversion to trifluoromethyl sulfide
  作者：Minoru Suda、Chiaki Hino

  DOI：10.1016/s0040-4039(01)92888-6

  日期：1981.1

  Bromodifluoromethyl sulfides are prepared by the reaction of mercaptides with CF2BrX (x=Br,Cl). And treatment of bromodifluoromethyl sulfides with various inorganic fluorides produced trifluoromethyl sulfides.

  溴二氟甲基硫化物是通过硫醇盐与CF 2 BrX（x = Br，Cl）反应制得的。用各种无机氟化物处理溴代二氟甲基硫化物可制得三氟甲基硫化物。
• The reactions of difluorodiiodomethane with nucleophiles
  作者：Yong Guo、Qing-Yun Chen

  DOI：10.1016/s0022-1139(99)00228-6

  日期：2000.3

  Treatment of difluorodiiodomethane with phenoxides (ArO-) in DMF at room temperature gives ArOCF2I in 7-15%, the carbonates (ArOCO2Ar) being the major products, while with thiophenoxides affords difluoromethylene derivatives (ArSCF2I, ArSCF2SAr, and ArSCF2H) also in low yields. (C) 2000 Elsevier Science S.A. All rights reserved.
• Reactivity of the perhaloalkanes CF2X2 (X = Cl,Br) with nucleophiles. 6. Coexistence of carbene and radical processes initiated by single electron transfer
  作者：I. Rico、D. Cantacuzene、C. Wakselman

  DOI：10.1021/jo00160a007

  日期：1983.6
• RICO, I.;CANTACUZENE, D.;WAKSELMAN, C., J. ORG. CHEM., 1983, 48, N 12, 1979-1982
  作者：RICO, I.、CANTACUZENE, D.、WAKSELMAN, C.

  DOI：——

  日期：——
• Electrophilic Difluoro(phenylthio)methylation: Generation, Stability, and Reactivity of α-Fluorocarbocations
  作者：Nolan M. Betterley、Panida Surawatanawong、Samran Prabpai、Palangpon Kongsaeree、Chutima Kuhakarn、Manat Pohmakotr、Vichai Reutrakul

  DOI：10.1021/ol402631t

  日期：2013.11.15

  Electrophilic difluoro(phenylthio)methylation of allylsilanes has been achieved using bromodifluoro(phenylthio)methane (PhSCF2Br) and silver hexafluoroantimonate (AgSbF6). The structural assignment and observation of alpha-fluorocarbocation were substantiated by NMR and theoretical calculations. Detailed mechanistic and electronic studies have provided a fundamental understanding of the reactivity and stability of the difluoro(phenylthio)methylium cation (PhSCF2+).