1,1,2,2,3,3-六氟环戊烷 | 123768-18-3

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 环烃
• 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: 1,1,2,2,3,3-六氟环戊烷
• 英文名称: 1,1,2,2,3,3-hexafluorocyclopentane
• 英文别名: 1H,1H,2H,2H-hexafluorocyclopentane；c-HFC-456cccff；hexafluoro-cyclopentane；1,1,2,2,3,3-hexa fluorocyclopcntane；hexafluorocyclopentane
• CAS: 123768-18-3
• 化学式: C₅H₄F₆
• 分子量: 178.077
• InChiKey: MITPAYPSRYWXNR-UHFFFAOYSA-N

物化性质

• 沸点：
  54.8±40.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,2,3,3,4,4-六氟-1,5-二碘戊烷 在 锌 作用下， 生成 1,1,2,2,3,3-六氟环戊烷
  参考文献：
  名称：

  氢化三丁基锡对多卤氟烃的还原脱卤作用

  摘要：

  用三丁基锡氢化物还原ClCF 2 CFClCF 2 Cl，（ClCF 2 CFCl）2，ICH 2（CF 2）3 CH 2 I和邻位二氯全氟环烷烃在内的多卤代氟烃，可以以良好的收率很好地得到相应的氢氟烃。将结果与其他还原剂的类似还原反应以及非氟化类似物的氢化锡还原反应进行了比较。

  DOI：

  10.1016/0022-1139(94)03153-q

文献信息

• METHOD FOR PRODUCING HYDROGEN-CONTAINING FLUOROOLEFIN COMPOUND
  申请人：Sugimoto Tatsuya

  公开号：US20110060170A1

  公开（公告）日：2011-03-10

  An unsaturated hydrogen-containing fluoroolefin compound is obtained by bringing an unsaturated fluorine-containing halogen compound into contact with 0.1 to 3 molar equivalents of hydrogen relative to the unsaturated fluorine-containing halogen compound in a vapor phase in the presence of a supported palladium catalyst in which an amount of supported palladium is 0.1% by weight to 2.5% by weight.

  通过将含不饱和氟的卤素化合物与相对于不饱和氟卤化合物在蒸汽相中的氢的摩尔当量为0.1到3的氢接触，在存在支撑的钯催化剂的情况下，获得含有不饱和氢的氟烯烃化合物，其中支撑的钯的含量为0.1%至2.5%的重量。
• Porous calcium fluoride, its producing method, catalyst for hydrogenation reaction, and method for producing trihydrofluorocarbon
  申请人：Sekiya Akira

  公开号：US20050080303A1

  公开（公告）日：2005-04-14

  Porous calcium fluoride having a large surface area, a method for producing the same, a catalyst (for hydrogenation reaction in particular) using the porous calcium fluoride as a carrier with superior activity, selectivity, and durability, and a method for producing trihydrofluorocarbon using the catalyst. The porous calcium fluoride having a BET surface area of 20 m 2 /g to 200 m 2 /g is prepared by reacting soda lime with hydrogen fluoride. The carried cataryst (for hydrogenation reaction in particurar) is obtained by causing a metal or metal compound to be carried on carrier formed of the porous calcium fluoride. Trihydrofluorocarbon (2) is produced by causing a fluooroalkene ( 1 ) to contact hydrogen in the presence of the catalyst for hydrogenation reaction. wherein X denotes a halogen atom, Rf 1 and Rf 2 individually denote a fluorine or a parafluoroalkyl group, and Rf 1 may be bonded to Rf 2 to form a ring.

  具有大表面积的多孔氟化钙，生产该多孔氟化钙的方法，以多孔氟化钙作为载体的催化剂（特别用于氢化反应），具有优越活性、选择性和耐久性，以及使用该催化剂生产三氟碳化氢的方法。具有20 m2/g至200 m2/g的BET表面积的多孔氟化钙是通过氢氟酸与苏打石灰反应制备的。携带的催化剂（特别用于氢化反应）是通过使金属或金属化合物携带在多孔氟化钙形成的载体上而获得的。在催化剂存在下，通过使氟烯烃（1）与氢气接触来生产三氟碳化氢（2），其中X表示卤素原子，Rf1和Rf2分别表示氟原子或对氟烷基基团，且Rf1可能与Rf2结合形成环。
• Synthesis of hydrofluorocyclopentanes by vapor-phase catalytic hydrodehalogenation
  作者：Feiyao Qing、Chengping Zhang、Hengdao Quan

  DOI：10.1016/j.jfluchem.2018.06.010

  日期：2018.9

  Hydrofluorocyclopentanes (c5-HFCs) were prepared by gas-phase hydrodehalogenation of chlorofluorocyclopentenes (c5-CFOs) over various noble metals catalysts. The activity of the catalysts followed the order Pd > Pt > Rh > Ru, and the halogen atom on the C(sp2) atom exhibited stronger reactivity than the halogen on the C(sp3) atom. Possible mechanisms of the gas-phase hydrodehalogenation of c5-CFOs

  氢氟环戊烷（c5-HFC）是通过在各种贵金属催化剂上将氯氟环戊烯（c5-CFOs）气相加氢脱卤制得的。催化剂的活性遵循Pd＞ Pt＞ Rh＞ Ru的顺序，并且C（sp 2）原子上的卤素原子表现出比C（sp 3）原子上的卤素更强的反应性。本文提出了c5-CFO的气相加氢脱卤的可能机理。
• Preparation and application of porous calcium fluoride—a novel fluorinating reagent and support of catalyst
  作者：Heng-Dao Quan、Masanori Tamura、Ren-Xiao Gao、Akira Sekiya

  DOI：10.1016/s0022-1139(02)00073-8

  日期：2002.7

  A novel material, porous calcium fluoride (PCF) with more than 60 m2/g surface area, was prepared by the reaction of soda lime (SL) with anhydrous hydrogen fluoride (AHF), and its application as a fluorinating reagent and support of catalyst was investigated.

  苏打石灰（SL）与无水氟化氢（AHF）的反应制备了一种新型的多孔氟化钙（PCF），表面积大于60 m 2 / g，并作为氟化试剂和载体的应用。研究了催化剂。
• Extremely facile ring inversion and rearrangement in fluorobicyclo[2.1.0]pentanes
  作者：Yanjun Wei、Yufa Liu、Terrence Wong、David M. Lemal

  DOI：10.1016/j.jfluchem.2005.12.029

  日期：2006.6

  cis-1,2,3,4,5,5-Hexafluorobicyclo[2.1.0]pentane and 1,2,4,5-tetrafluorobicyclo[2.1.0]pentane have been synthesized from hexafluorobenzene. The former hydrofluorocarbon, which exists entirely in the endo configuration, rearranges to cis-1,2,3,3,4,5-hexafluorocyclopentene below room temperature (Ea = 21.9 kcal/mol, log A = 13.4). The latter undergoes degenerate ring inversion with extraordinary ease

  由六氟苯合成了顺式-1,2,3,4,5,5-六氟双环[2.1.0]戊烷和1,2,4,5-四氟双环[2.1.0]戊烷。前者的氢氟烃完全以内构形式存在，在室温以下（E a  = 21.9 kcal / mol，log  A  = 13.4）重排为顺式-1,2,3,3,4,5-六氟环戊烯。后者非常容易地经历简并环反转（ΔG ‡ 在-55°C时为6.8±0.2 kcal / mol）。密度泛函计算表明，桥头碳之间的显着键合在环反转过渡态中得以保留。类似的计算预测六氟双环[1.1.0]丁烷的环反转和过渡态下的1,3键结合的势垒要低得多。