5,5,5-三氟-4-(三氟甲基)戊-1,3-二烯 | 1422-33-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 中文名称: 5,5,5-三氟-4-(三氟甲基)戊-1,3-二烯
• 英文名称: 1,1-bis(trifluoromethyl)butadiene-1,3
• 英文别名: 5,5,5-trifluoro-4-trifluoromethyl-penta-1,3-diene；1-bis(trifluoromethyl)-1,3-butadiene；1,1-Bis-trifluormethyl-butadien-(1,3)；5,5,5-Trifluoro-4-(trifluoromethyl)penta-1,3-diene
• CAS: 1422-33-9
• 化学式: C₆H₄F₆
• 分子量: 190.088
• InChiKey: WWAKYXYJMRXUKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2903399090

反应信息

• 作为反应物：
  描述：

  5,5,5-三氟-4-(三氟甲基)戊-1,3-二烯 在 platinum on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 生成 1,1,1-trifluoro-2-trifluoromethyl-pentane
  参考文献：
  名称：

  Reactions of 1,1-bis(trifluoromethyl)alkenols in sulfuric acid

  摘要：

  DOI：

  10.1021/jo00831a114
• 作为产物：
  描述：

  5,5,5-三氟-4-(三氟甲基)-3-戊烯-2-酮 生成 5,5,5-三氟-4-(三氟甲基)戊-1,3-二烯
  参考文献：
  名称：

  Hexafluoroacetone in the wittig reaction

  摘要：

  DOI：

  10.1007/bf00904765

文献信息

• 1,1-Bis(trifluoromethyl)butadiene-1,3—A new fluorinated building block
  作者：Viacheslav A. Petrov

  DOI：10.1016/j.jfluchem.2005.11.017

  日期：2006.5

  (X = Cl or Br). Electrophilic conjugated addition of “ClF” or “BrF” to 1 proceeds exclusively with the formation of 1,2-adducts (CF3)2CCHCHFCH2X (major) and (CF3)2CCHCHXCH2F (X = Cl or Br). Difluorocarbene adds selectively to CHCH2 moiety of 1 forming thermally stable vinylcyclopropane. In Diels-Alder reaction with linear or cyclic dienes (butadienes, cyclopentadiene, cyclohexadiene-1,3) and quadricyclane

  尽管1,1-双（三氟甲基）丁二烯-1,3（1）与二甲胺反应并选择性地形成1,4-加合物[反式-（CF 3）2 CHCHCHCH 2 N（CH 3）2 ]，但卤化1继续主要形成（> 92％）1,2-加合物（CF 3）2 CCHCHXCH 2 X（X = Cl或Br）。“ ClF”或“ BrF”与1的亲电共轭加成仅会形成1,2-加合物（CF 3）2 CCHCHFCH 2 X（主要）和（CF 3）2CCHCHXCH 2 F（X ＝ Cl或Br）。二氟卡宾增加选择性地CHCH 2的部分1形成热稳定的乙烯基环丙烷。在与线性或环状二烯（丁二烯，环戊二烯，环己二烯-1,3）和四环烷的狄尔斯-阿尔德反应中，化合物1表现为亲二烯体，为反应提供了电子不足的CHCH 2键。通过高温NMR测量的1和其他氟代烯烃到四环烷烃的环加成的相对速率表明（CF 3）2 CCH充当非常强的吸电子取代基。还展示了基于1的产品的合成效用。
• Direct synthesis of polyfluorinated allyl halides from fluoroolefins and AlX3 (X = Cl, Br)
  作者：Viacheslav A. Petrov

  DOI：10.1016/s0022-1139(02)00165-3

  日期：2002.9

  Reaction of (perfluoro-i-propyl)ethylene with aluminum chloride or bromide results in formation of (CF3)2CCHCH2X (X=Cl or Br) in 50–65%yield. Both compounds were converted into corresponding iodide under conditions of Finkelstein reaction. Olefins (CF3)2CCHCH2X readily undergo isomerization into (CF3)2CHCHCHX under action of triethylamine.

  （全氟反应-I-丙基）乙烯与形成（CF的氯化铝或溴化结果3）2 CCHCH 2 X（X = Cl或Br）在50-65％的产率。两种化合物在Finkelstein反应条件下均转化为相应的碘化物。烯烃（CF 3）2 CCHCH 2 X容易经历异构化为（CF 3）2 CHCHCHX下三乙胺作用。
• Production processes and systems, compositions, surfactants, monomer units, metal complexes, phosphate esters, glycols, aqueous film forming foams, and foams stabilizers
  申请人：Boggs Janet

  公开号：US20070149437A1

  公开（公告）日：2007-06-28

  Production processes and systems are provided that include reacting halogenated compounds, dehalogenating compounds, reacting alcohols, reacting olefins and a saturated compounds, reacting reactants having at least two —CF 3 groups with reactants having cyclic groups. RF compositions such as R F -intermediates, R F -surfactants, R F -monomers, R F- monomer units, R F -metal complexes, R F -phosphate esters, R F -glycols, R F urethanes, and/or R F -foam stabilizers. The R F portion can include at least two —CF 3 groups, at least three —CF 3 groups, and/or at least two —CF 3 groups and at least two —CH 2 — groups. Detergents, emulsifiers, paints, adhesives, inks, wetting agents, foamers, and defoamers including the R F -surfactant composition are provided. Acrylics, resins, and polymers are provided that include a R F -monomer unit Compositions are provided that include a substrate having a R F -composition thereover. Aqueous Film Forming Foam (“AFFF”) formulations are provided that can include R F -surfactants and/or R F -foam stabilizers are provided.

  提供生产过程和系统，包括反应卤代化合物，脱卤化合物，反应醇，反应烯烃和饱和化合物，将至少含有两个—CF3基团的反应物与具有环状基团的反应物反应。提供RF组分，例如RF中间体，RF表面活性剂，RF单体，RF单体单元，RF金属络合物，RF磷酸酯，RF乙二醇，RF聚氨酯和/或RF泡沫稳定剂。RF部分可以包括至少两个—CF3基团，至少三个—CF3基团，和/或至少两个—CF3基团和至少两个—CH2—基团。提供包括RF表面活性剂组分的清洁剂，乳化剂，油漆，粘合剂，油墨，润湿剂，发泡剂和消泡剂。提供包括RF单体单元的丙烯酸，树脂和聚合物。提供包括具有RF组分的基底的组合物。提供包括RF表面活性剂和/或RF泡沫稳定剂的水性成膜泡沫（“AFFF”）配方。
• Production processes and systems, compositions, surfactants, monomer units, metal complexes, phosphate esters, glycols, aqueous film forming foams and foam stabilizers
  申请人：Boggs Janet

  公开号：US20070161537A1

  公开（公告）日：2007-07-12

  Production processes and systems are provided that include reacting halogenated compounds, dehalogenating compounds, reacting alcohols, reacting olefins and a saturated compounds, reacting reactants having at least two —CF 3 groups with reactants having cyclic groups. R F -compositions such as R F -intermediates, R F -surfactants, R F monomers, R F -monomer units, R F -metal complexes, R F -phosphate esters, R F -glycols, R F -urethanes, and/or R F -foam stabilizers. The R F portion can include at least two CF 3 groups, at least three —CF 3 groups, and/or at least two —CF 3 groups and at least two —CH 2 — groups. Detergents, emulsifiers, paints, adhesives, inks, wetting agents, foamers, and defoamers including the R F -surfactant composition are provided. Acrylics, resins, and polymers are provided that include a R F -monomer unit. Compositions are provided that include a substrate having a R F -composition thereover. Aqueous Film Forming Foam (“AFFF”) formulations are provided that can include R F surfactants and/or R F -foam stabilizers are provided.

  提供了生产过程和系统，其中包括反应卤代化合物，去卤化化合物，反应醇，反应烯烃和饱和化合物，反应至少有两个—CF3基团的反应物与具有环状基团的反应物反应。提供了RF组分，例如RF中间体，RF表面活性剂，RF单体，RF单体单元，RF金属配合物，RF磷酸酯，RF乙二醇，RF聚氨酯和/或RF泡沫稳定剂。RF部分可以包括至少两个CF3基团，至少三个—CF3基团，以及至少两个—CF3基团和至少两个—CH2—基团。提供了包括RF表面活性剂组分的洗涤剂、乳化剂、油漆、粘合剂、油墨、润湿剂、起泡剂和消泡剂。提供了包括RF单体单元的丙烯酸、树脂和聚合物。提供了包括具有RF组分的基底的组合物。提供了可以包括RF表面活性剂和/或RF泡沫稳定剂的水性成膜泡沫（“AFFF”）配方。
• Production Processes and Systems, Compositions, Surfactants, Monomer Units, Metal Complexes, Phosphate Esters, Glycols, Aqueous Film Foams, and Foam Stabilizers
  申请人：Boggs Janet

  公开号：US20070282115A1

  公开（公告）日：2007-12-06

  Production processes and systems are provided that include reacting halogenated compounds, dehalogenating compounds, reacting alcohols, reacting olefins and a saturated compounds, reacting reactants having at least two —CF 3 groups with reactants having cyclic groups. R F -compositions such as R F -intermediates, R F -surfactants, R F -monomers, R F -monomer units, R F -metal complexes, R F -phosphate esters, R F -glycols, R F -urethanes, and/or R F -foam stabilizers. The R F portion can include at least two —CF 3 groups, at least three —CF 3 groups, and/or at least two —CF 3 groups and at least two —CH 2 — groups. Detergents, emulsifiers, paints, adhesives, inks, wetting agents, foamers, and defoamers including the R F -surfactant composition are provided. Acrylics, resins, and polymers are provided that include a R F -monomer unit. Compositions are provided that include a substrate having a R F -composition thereover. Aqueous Film Forming Foam (“AFFF”) formulations are provided that can include R F -surfactants and/or R F -foam stabilizers are provided.

  提供了包括反应卤代化合物、脱卤化合物、反应醇、反应烯烃和饱和化合物、反应至少具有两个-CF3基团的反应物与具有环状基团的反应物的生产过程和系统。提供了RF组分，例如RF中间体、RF表面活性剂、RF单体、RF单体单元、RF金属配合物、RF磷酸酯、RF乙二醇、RF聚氨酯和/或RF泡沫稳定剂。RF部分可以包括至少两个-CF3基团、至少三个-CF3基团，以及至少两个-CF3基团和至少两个-CH2-基团。提供了包括RF表面活性剂组分的洗涤剂、乳化剂、油漆、粘合剂、油墨、润湿剂、起泡剂和消泡剂。提供了包括RF单体单元的丙烯酸、树脂和聚合物。提供了包括RF组分覆盖在基底上的组合物。提供了可以包括RF表面活性剂和/或RF泡沫稳定剂的水性成膜泡沫（“AFFF”）配方。