Trisdimethylamino-difluormethylen-phosphoran | 379-22-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: Trisdimethylamino-difluormethylen-phosphoran
• 英文别名: N-[difluoromethylidene-bis(dimethylamino)-lambda5-phosphanyl]-N-methylmethanamine；N-[difluoromethylidene-bis(dimethylamino)-λ5-phosphanyl]-N-methylmethanamine
• CAS: 379-22-6
• 化学式: C₇H₁₈F₂N₃P
• 分子量: 213.211
• InChiKey: IEYQLJHEQQOPKH-UHFFFAOYSA-N

物化性质

• 沸点：
  30-32 °C(Press: 2.5 Torr)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Trisdimethylamino-difluormethylen-phosphoran 生成 2,2,4,4-tetrafluoro-dodeca-N-methyl-1λ⁵,3λ⁵-[1,3]diphosphetane-1,1,1,3,3,3-hexaamine
  参考文献：
  名称：

  三价磷化合物的亲核反应。稳定的二氟亚甲基膦烷类似物的合成。

  摘要：

  DOI：

  10.1016/s0040-4039(01)89435-1
• 作为产物：
  描述：

  二溴二氟甲烷 在 三(二甲胺基)膦 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 生成 Trisdimethylamino-difluormethylen-phosphoran
  参考文献：
  名称：

  Pinpoint-fluorinated phenanthrene synthesis based on CF bond activation of difluoroalkenes

  摘要：

  Treatment with a cationic palladium(II) catalyst promoted the Friedel-Crafts-type cyclization of 1,1-difluoro-1-alkenes bearing a biphenyl skeleton to afford regioselectively fluorinated (pinpoint-fluorinated) phenanthrenes via C-F bond activation. The obtained pinpoint-fluorinated phenanthrenes were observed to be organized by pi-pi and C-H center dot center dot center dot F interactions to exhibit columnar and layer structures in the solid state. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2015.06.008

文献信息

• Synthesis of Sulfanylated Difluoroalkenes: Electrophilic Difluoromethylidenation of Dithioesters with Difluorocarbene
  作者：Ryo Takayama、Atsushi Yamada、Kohei Fuchibe、Junji Ichikawa

  DOI：10.1021/acs.orglett.7b02222

  日期：2017.10.6

  achieved in high yields via the reaction with difluorocarbene. When aryl or alkyl dithiocarboxylates were treated with trimethylsilyl 2,2-difluoro-2-fluorosulfonylacetate in the presence of 5 mol % of a Proton Sponge catalyst, the in situ generated difluorocarbene reacted with the dithioesters to afford 2-sulfanylated 1,1-difluoro-1-alkenes via difluorothiiranes. This reaction can be considered as an electrophilic

  通过与二氟卡宾的反应，高收率地实现了二硫代酸酯的亲电子二氟甲基化。当在5摩尔％的质子海绵催化剂存在下，用三甲基甲硅烷基2,2-二氟-2-氟磺酰基乙酸酯处理芳基或二硫代羧酸烷基酯时，原位生成的二氟卡宾与二硫代酯反应生成2-磺酰化的1,1-二氟酯通过二氟噻喃生成-1-烯烃。该反应可视为羰基化合物的Wittig型二氟甲基化与亲核性二氟亚甲基酰基化物的亲电反应。
• Jubault, Philippe; Feasson, Christian; Collignon, Noel, Bulletin de la Societe Chimique de France, 1995, vol. 132, # 8, p. 850 - 856
  作者：Jubault, Philippe、Feasson, Christian、Collignon, Noel

  DOI：——

  日期：——
• Pinpoint-fluorinated phenanthrene synthesis based on CF bond activation of difluoroalkenes
  作者：Kohei Fuchibe、Toshiyuki Morikawa、Ryu Ueda、Tatsuo Okauchi、Junji Ichikawa

  DOI：10.1016/j.jfluchem.2015.06.008

  日期：2015.11

  Treatment with a cationic palladium(II) catalyst promoted the Friedel-Crafts-type cyclization of 1,1-difluoro-1-alkenes bearing a biphenyl skeleton to afford regioselectively fluorinated (pinpoint-fluorinated) phenanthrenes via C-F bond activation. The obtained pinpoint-fluorinated phenanthrenes were observed to be organized by pi-pi and C-H center dot center dot center dot F interactions to exhibit columnar and layer structures in the solid state. (C) 2015 Elsevier B.V. All rights reserved.
• Nucleophilic reactions of trivalent phosphorus compounds. Synthesis of stable difluoromethylenephosphorane analogs.
  作者：Victor Mark

  DOI：10.1016/s0040-4039(01)89435-1

  日期：1964.1