(1,2-difluoroethyl)benzene | 33315-79-6

• 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: (1,2-difluoroethyl)benzene
• 英文别名: 1,2-Difluoroethylben-zene；1,2-difluoroethylbenzene
• CAS: 33315-79-6
• 化学式: C₈H₈F₂
• 分子量: 142.148
• InChiKey: HESPOGOHJCAFLM-UHFFFAOYSA-N

物化性质

• 沸点：
  163.3±30.0 °C(Predicted)
• 密度：
  1.061±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1,2-difluoroethyl)benzene 生成 (Z)-(2-fluorovinyl)benzene
  参考文献：
  名称：

  HUDLICKY, MILOS, ABSTR. PAP. 194TH ACS NAT. MEET. (AMER. CHEM. SOC.), NEW ORLEANS, LA, AUG+

  摘要：

  DOI：
• 作为产物：
  描述：

  苯乙烯 在 pentafluoro(phenyl)-λ⁶-tellane 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以33%的产率得到(1,2-difluoroethyl)benzene
  参考文献：
  名称：

  用PhSeF 3，PhSeF 5和PhTeF 5氟化烯烃

  摘要：

  三氟化苯硒（PhSeF 3（PSTF））取决于其结构，是氧化二氟化烯烃或硒氟化烯烃。五氟化物PhSeF 5和PhTeF 5似乎是有效的二氟化试剂，可从烯烃中获得1,2-二氟烷烃。

  DOI：

  10.1016/s0022-1139(97)00121-8

文献信息

• Pentafluoro(aryl)‐λ ⁶ ‐tellanes and Tetrafluoro(aryl)(trifluoromethyl)‐λ ⁶ ‐tellanes: From SF ₅ to the TeF ₅ and TeF ₄ CF ₃ Groups
  作者：Dustin Bornemann、Cody Ross Pitts、Carmen J. Ziegler、Ewa Pietrasiak、Nils Trapp、Sebastian Kueng、Nico Santschi、Antonio Togni

  DOI：10.1002/anie.201907359

  日期：2019.9.2

  The TeF5 group is significantly underexplored as a highly fluorinated substituent on an organic framework, despite it being a larger congener of the acclaimed SF5 group. In fact, only one aryl-TeF5 compound (phenyl-TeF5 ) has been reported to date, synthesized using XeF2 . Our recently developed mild TCICA/KF approach to oxidative fluorination provides an affordable and scalable alternative to XeF2

  尽管TeF5基团是广受赞誉的SF5基团的较大同源物，但它在有机骨架上的高度氟化取代基却未得到充分开发。实际上，迄今为止，仅报道了一种使用XeF2合成的芳基-TeF5化合物（苯基-TeF5）。我们最近开发的温和的TCICA / KF氧化氟化方法为XeF2提供了负担得起且可扩展的替代产品。使用这种方法，我们报告了广泛表征的芳基-TeF5化合物的范围，以及该化合物类别的首批SC-XRD数据。该方法还扩展到迄今未知的芳基-TeF4 CF3化合物的合成和结构研究。此外，初步的反应性研究揭示了与以前有关苯基TeF5的文献不一致的地方。
• Phenyltetrafluorotelluromethoxide — a new fluorinating reagent for olefins
  作者：S. A. Lermontov、I. V. Bahtin

  DOI：10.1007/bf02495986

  日期：1998.4

  Phenyltetrafluorotelluromethoxide fluorinates olefins to form 1,2-difluorides. The reaction with styrene afforded 1-fluoro-4-phenyl-1,2-dihydronaphthalene as the main product.

  Phenyltetrafluorotelluromethoxide 氟化烯烃以形成1,2-二氟化物。与苯乙烯反应得到1-氟-4-苯基-1,2-二氢萘作为主要产物。
• [EN] HALOALUMINOXANE COMPOSITIONS, THEIR PREPARATION, AND THEIR USE IN CATALYSIS<br/>[FR] COMPOSITIONS D'HALOALUMINOXANE, PREPARATION ET UTILISATION DE CELLES-CI DANS DES CATALYSES
  申请人：ALBEMARLE CORP

  公开号：WO2005066191A1

  公开（公告）日：2005-07-21

  Novel haloaluminoxane compositions have been formed. The halogen is fluorine, chlorine, and/or bromine, and the amount of halogen atoms present in said composition is in the range of about 0.5 mole % to about 15 mole % relative to aluminum atoms.

  已经形成了新的氧化铝卤代铝簇合物。卤素可以是氟、氯和/或溴，而该簇合物中存在的卤素原子的数量在相对于铝原子约0.5摩尔％至约15摩尔％的范围内。
• Haloaluminoxane compositions, their preparation, and their use in catalysis
  申请人：Sangokoya A. Samuel

  公开号：US20050143254A1

  公开（公告）日：2005-06-30

  Novel haloaluminoxane compositions have been formed. The halogen is fluorine, chlorine, and/or bromine, and the amount of halogen atoms present in said composition is in the range of about 0.5 mole % to about 15 mole % relative to aluminum atoms.

  新型卤铝氧烷组合物已经形成。卤素是氟、氯和/或溴，相对于铝原子，所述组合物中卤素原子的含量在约 0.5 摩尔%至约 15 摩尔%的范围内。
• Fluorination with XeF2. Part 40. The Important Role of .pi.-Bond Disruption in Fluorine Addition to Phenyl-Substituted Alkenes
  作者：Stojan Stavber、Tjasa Sotler、Marko Zupan、Arkadij Popovic

  DOI：10.1021/jo00099a015

  日期：1994.10

  Ionization potentials (IP) for 11 mono- and alpha,alpha-diphenyl-substituted acyclic and cyclic alkenes 1-11 were measured under the same conditions, using a mass spectrometric technique and applying electron impact ionization. The values, ranging from 8.68 eV for styrene (1) to as low as 7.67 eV for 1,2-dihydro-4-phenylnaphthalene (10), were correlated with the logarithms of the relative rates (k(rel), relative to 1,1-diphenylethene) of fluorine addition across the carbon-carbon double bond in HF-catalyzed reaction of the alkenes with XeF2 in CH2Cl2 at room temperature. The linear relationship between log k(rel) and IP with a regression slope of -2.08 and a correlation constant of 0.942, presented for the first time for any fluorination reaction of organic compounds, demonstrates that ct-bond disruption is the rate-determining step in the fluorine addition process for the series of alkenes 1-11. The course of reaction of the series of three 1-phenyl-benzocyclenes (10-12) with XeF2 was investigated. The addition-elimination process, forming 3-phenyl-2-fluoro-1H-indene (15a), was found exclusively in the case of 9-phenyl-1H-indene (12), while the formation of diastereoisomeric pairs of vicinal difluorides (13 and 14), with the trans isomers slightly predominant, was established in the case of 1,2-dihydro-4-phenylnaphthalene (10) and 6,7-dihydro-9-phenyl-5H-benzocycloheptene (11). On heating the vicinal difluorides 13 and 14 HF was released, thus yielding 3-fluoro-4-phenyl-1,2-dihydronaphthalene (15b) and 6,7-dihydro-8-fluoro-9-phenyl-5H-benzocycloheptene (15c), respectively.