1,1,4,4-tetrafluorobutatriene | 2252-95-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 1,1,4,4-tetrafluorobutatriene
• 英文别名: Tetrafluorobutatriene；1,1,4,4-tetrafluorobuta-1,2,3-triene；Tetrafluor-butatrien；1,2,3-Butatriene, 1,1,4,4-tetrafluoro-
• CAS: 2252-95-1
• 化学式: C₄F₄
• 分子量: 124.038
• InChiKey: VTMBSAMPTZZZLD-UHFFFAOYSA-N

物化性质

• 沸点：
  -48.47°C (rough estimate)
• 密度：
  1.0455 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1,4,4-tetrafluorobutatriene 在 四氯化碳 、 氯 作用下， 生成 1,2,2,3,3,4-hexachloro-1,1,4,4-tetrafluoro-butane
  参考文献：
  名称：

  1,1,4,4-Tetrafluoro-1,2,3-butatriene

  摘要：

  DOI：

  10.1021/ja01528a056
• 作为产物：
  描述：

  poly(vinylidene fluoride) 以 solid matrix 为溶剂， 生成 1,1,4,4-tetrafluorobutatriene
  参考文献：
  名称：

  Reactions of Difluorovinylidene—A Super-Electrophilic Carbene

  摘要：

  Difluorovinylidene is the only vinylidene that could be isolated in low temperature matrices, so far, Its unusual reactivity is governed by its extreme electrophilicity and electron affinity, Thus, it not only adds CO and N without difficulties, but also inserts into CH4 and even H-2 at temperatures below 40 K. The reaction of F2C=C: with FC=CF clearly reveals that the formation of methylenecyclopropene proceeds in a stepwise reaction, The most striking example for the electrophilicity of F2C=C: is the thermal reaction with Xe to give a charge-transfer complex with a characteristic IR spectrum.

  DOI：

  10.1002/(sici)1521-3765(19990104)5:1<24::aid-chem24>3.0.co;2-z

文献信息

• Diels–Alder reactions of 1,1,4,4-tetrafluorobutatriene
  作者：Christian Ehm、Dieter Lentz

  DOI：10.1039/b922424f

  日期：——

  At low temperature 1,1,4,4-tetrafluorobutatriene undergoes Diels–Alder reaction with various dienes; the structure of one product and its isomerisation derivative has been elucidated by X-ray crystallography.

  在低温下，1,1,4,4-四氟丁三烯与多种二烯烃发生狄尔斯-阿尔德反应；通过X射线晶体学解析出了其中一个产物的结构及其异构化衍生物的结构。
• Nuclear Magnetic Resonance Spectroscopy. Studies of 1,1,4,4-Tetrafluoro-1,3-alkadienes¹
  作者：Kenneth L. Servis、John D. Roberts

  DOI：10.1021/ja01084a032

  日期：1965.3

  s-trans conformation. The ^(19)F-^(19)F spin-spin coupling constants for this compound are surprisingly similar to those of bis-4,5-(difluoromethylene)cyclohexene and perfluoro-1,2-dimethylenecyclobutane, both of which substances have their double bonds held in s-cis configurations. The results are related to the mechanism of transmission of fluorine-fluorine spin-spin interactions and are inconsistent with

  偶极矩研究表明 1,1,4,4-Tetrafuoro-1,3-丁二烯存在于 s-反式构象中。该化合物的 ^(19)F-^(19)F 自旋-自旋耦合常数与双-4,5-（二氟亚甲基）环己烯和全氟-1,2-二亚甲基环丁烷的那些令人惊讶地相似，这两种物质都具有它们的双键保持在 s-cis 构型中。结果与氟-氟自旋-自旋相互作用的传递机制有关，并且与“通过空间”耦合机制的优势不一致。
• Electron impact fragmentation and primary vacuum pyrolysis products of isomeric perfluorocarbons of composition C6F10 and their hydrocarbon analogs C6H10
  作者：N. D. Kagramanov、I. O. Bragilevskii、A. K. Mal'tsev

  DOI：10.1007/bf00961099

  日期：1988.8
• Evidence for the Non-Concerted Addition of Difluorovinylidene to Acetylenes
  作者：Carsten Kötting、Wolfram Sander、Michael Senzlober

  DOI：10.1002/(sici)1521-3765(19981102)4:11<2360::aid-chem2360>3.0.co;2-y

  日期：1998.11.2
• Fluorinated butatrienes
  作者：Christian Ehm、Floris A. Akkerman、Dieter Lentz

  DOI：10.1016/j.jfluchem.2010.06.017

  日期：2010.11

  Major improvements in the synthesis of 1 1 4 4-tetrafluorobutatriene (1) are presented Despite many attempts to isolate new metal complexes of 1 only an iron complex containing a ligand which is composed of a partially hydrolyzed tetrafluorobutatriene-dimer and carbon monoxide could be isolated and characterized by X-ray crystallography Certain metal centers and solvents accelerate the decomposition of 1 First attempts to synthesize 1 1-difluorobutatriene (2) are presented which underline the major challenges of a successful synthesis of 2 (C) 2010 Elsevier B V All rights reserved