5,5,6,6-tetrafluoro-6-bromohexene | 18599-23-0

• 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: 5,5,6,6-tetrafluoro-6-bromohexene
• 英文别名: 6-bromo-5,5,6,6-tetrafluoro-hex-1-ene；6-bromo-5,5,6,6-tetrafluorohex-1-ene
• CAS: 18599-23-0
• 化学式: C₆H₇BrF₄
• 分子量: 235.019
• InChiKey: GXSAFSCLNMQIDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  5,5,6,6-tetrafluoro-6-bromohexene 在 sodium tetrahydroborate 、 三氟化硼乙醚 、 sodium hydroxide 、 双氧水 作用下， 以 三甘醇二甲醚 为溶剂， 反应 3.0h， 以2.0 g的产率得到6-bromo-5,5,6,6-tetrafluorohexan-1-ol
  参考文献：
  名称：

  Cyclizations of 5-Hexenyl, 6-Heptenyl, 7-Octenyl, and 8-Nonenyl Radicals. The Kinetic and Regiochemical Impact of Fluorine and Oxygen Substituents

  摘要：

  Using competition kinetic methodology, rate constants for cyclizations of a series of hydrofluorocarbon (HFC) and ether 5-hexenyl, 6-heptenyl, and 7-octenyl radicals have been determined. Remarkably large rate constants (>10(7) s(-1)) have been observed for 6-exo-cyclizations of 1,1,2,2-tetrafluoro- and 1,1,2,2,3,3,4,4,-octafluoro-6-heptenyl radicals (>10(3) those of analogous hydrocarbon radicals), whereas HFC hexenyl and heptenyl ethers exhibit lower cyclization reactivity, as do HFC 7-octenyl radical systems, which cyclize in an endo manner. HFC 8-nonenyl radicals were not observed to cyclize. The results can be rationalized in terms of transition state polar influences, though other factors may also play significant roles.

  DOI：

  10.1021/jo990544n
• 作为产物：
  描述：

  1,6-二溴-1,1,2,2-四氟己烷 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 生成 5,5,6,6-tetrafluoro-6-bromohexene
  参考文献：
  名称：

  Peroxide-initiated addition of some polyfluorochloro- and polyfluorobromoalkanes to some hydrocarbon olefins

  摘要：

  DOI：

  10.1021/jo01256a019

文献信息

• EXPERIMENTAL AND THEORETICAL STUDIES ON THE REACTIVITIES OF PARTIALLY AND FULLY FLUORINATED PRIMARY ALKYL RADICALS φ φIssued as NRC No. 40813
  作者：Michael D. Bartberger、William R. Dolbier、J. Lusztyk、K.U. Ingold

  DOI：10.1016/s0040-4020(97)00332-3

  日期：1997.7

  Absolute rate constants for hydrogen abstraction from n-Bu3SnH by a number of partially-fluorinated and fully fluorinated n-alkyl radicals have been measured. The C-H and C-C bond dissociation energies for a number of pertinent hydrofluorocarbons have been calculated by DFT. The rate data are compared with those for addition of the same radicals to styrene, and the reactivities of these radicals are

  已经测量了通过一些部分氟化和完全氟化的正烷基从n -Bu 3 SnH夺氢的绝对速率常数。通过DFT已计算出许多相关氢氟烃的CH和CC键解离能。将速率数据与将相同的自由基添加到苯乙烯中的速率数据进行比较，并根据它们的电负性，它们的结构和它们的反应的热力学来讨论这些自由基的反应性。©1997爱思唯尔科学有限公司。
• PROCESS FOR PRODUCING FLUOROELASTOMERS
  申请人：Coughlin Michael Cregg

  公开号：US20110257423A1

  公开（公告）日：2011-10-20

  An emulsion polymerization process for the production of fluoroelastomers is disclosed wherein at least one fluorosurfactant is employed as dispersant, said fluorosurfactant being a fluoroalkylphosphoric acid ester of the formula X—Rf—(CH 2 ) n —O—P(O)(OM) 2 , wherein n=1 or 2, X=H or F, M=a univalent cation, and Rf is a C 4 -C 6 fluoroalkyl or fluoroalkoxy group. Optionally, a second dispersing agent may be employed in the polymerization, said second agent being a perfluoropolyether having at least one endgroup selected from the group consisting of carboxylic acid, a salt thereof, sulfonic acid and a salt thereof, phosphoric acid and a salt thereof.

  揭示了一种用于生产氟弹性体的乳液聚合工艺，其中至少使用一种氟表面活性剂作为分散剂，所述氟表面活性剂为公式X—Rf—(CH2)n—O—P(O)(OM)2的氟烷基磷酸酯，其中n=1或2，X=H或F，M=一价阳离子，Rf为C4-C6氟烷基或氟烷氧基。可选地，在聚合过程中可以使用第二种分散剂，所述第二种剂为一种全氟聚醚，其至少具有一个末端基团，所述末端基团选自羧酸、其盐、磺酸及其盐、磷酸及其盐的群。
• Bromosulphonated fluorinated cross-linkabke elastomers based on vinylidene fluoride having low t9 and processes for their preparation
  申请人：——

  公开号：US20030181615A1

  公开（公告）日：2003-09-25

  Compounds corresponding to formula (I) F 2 C═CFX(CY 2 ) n Br  (I) in which: X represents an atom of oxygen or no atom; Y represents an atom of hydrogen or of fluorine; and n is a whole natural number ranging from 0 to 10 inclusive, excluding bromotrifluoroethylene, 3-bromo-perfluoropropene, 4-bromo-1,1,2,-trifluorobutene, 4-bromo-perfluorobutene-1 and perfluoro(2-bromo-ethylvinyl ester), and their use in the synthesis of fluorinated copolymers then in the synthesis of homosulphonated fluorinated elastomers, exhibiting a low glass transition temperature.

  化合物对应于公式（I）F2C═CFX（CY2）nBr  （I）其中：X表示氧原子或无原子；Y表示氢原子或氟原子；n是0至10的自然数，不包括三氟溴乙烯、3-溴全氟丙烯、4-溴-1,1,2-三氟丁烯、4-溴全氟丁烯-1和全氟（2-溴乙烯基酯），以及它们在合成氟共聚物时的使用，然后在合成具有低玻璃转移温度的氟弹性体时使用。
• Process for producing fluoroelastomers
  申请人：——

  公开号：US20020037985A1

  公开（公告）日：2002-03-28

  A novel emulsion polymerization process for the production of fluoroelastomers is disclosed wherein a partially fluorinated anionic surfactant of the formula F—(CF 2 CF 2 ) n —CH 2 CH 2 SO 3 M, where n is an integer from 2 to 9, or mixtures thereof, and M is a cation having a valence of 1, is used as the dispersing agent.

  本发明揭示了一种用于生产氟弹性体的新型乳液聚合工艺，其中使用一种部分氟化的阴离子表面活性剂作为分散剂，其化学式为F—(CF2CF2)n—CH2CH2SO3M，其中n为2至9的整数，或其混合物，M为具有1价的阳离子。
• COAGENTS FOR FLUOROELASTOMER FREE RADICAL-CURABLE COMPOSITIONS
  申请人：——

  公开号：US20040116611A1

  公开（公告）日：2004-06-17

  Crosslinking coagents based on aromatic diimides having N-substituted allyl groups are employed in place of triallyl isocyanurate (TAIC) for the free radical curing of fluoroelastomers. The diimide coagents mix more easily with fluoroelastomers and are less likely to homopolymerize than TAIC. Thus mold fouling and sticking due to low molecular weight polymers of coagent is greatly reduced.

  基于芳香族二酰亚胺的交联助剂，其具有N-取代烯丙基基团，用于自由基固化氟弹性体中，以取代三烯丙基异氰酸酯（TAIC）。二酰亚胺助剂更容易与氟弹性体混合，并且不太可能发生同聚反应，因此，由于助剂的低分子量聚合物而引起的模具污染和粘结现象大大减少。