1-bromo-F-cyclobutane | 697-08-5

• 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-bromo-F-cyclobutane
• 英文别名: 1-bromo-2,3,3,4,4-pentafluorocyclobutene；1-Brompentafluorcyclobuten；1-Brom-2,3,3,4,4-pentafluor-cyclobuten-(1)；pentafluoro-1-bromocyclobutene；1,3,3,4,4-Pentafluoro-2-bromocyclobutene
• CAS: 697-08-5
• 化学式: C₄BrF₅
• 分子量: 222.94
• InChiKey: KEMXVLKUANCAER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-bromo-F-cyclobutane 生成 1-iodo-F-cyclobutane
  参考文献：
  名称：

  Bauer,G.; Haegele,G., Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1979, vol. 34, p. 1252 - 1259

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1-Dibrom-2-chlor-2,3,3,4,4-pentafluor-cyclobutan 在 锌 作用下， 以 乙醇 为溶剂， 生成 1-bromo-F-cyclobutane
  参考文献：
  名称：

  The Exchange Reactions of Fluorinated Cyclobutenes with Grignard Reagents

  摘要：

  DOI：

  10.1021/jo01035a058

文献信息

• A novel synthesis of perhalogenated alkenes
  作者：Vittorio Montanari、Darryl D. DesMarteau

  DOI：10.1021/jo00044a044

  日期：1992.8
• Structure-pulmonary toxicity/retention relationships of inhaled fluorocyclobutenes
  作者：M. P. Maidment、S. K. Patel、D. G. Upshall、C. M. Timperley

  DOI：10.1002/(sici)1099-1263(199903/04)19:2<113::aid-jat551>3.0.co;2-y

  日期：1999.3

  Hexafluorocyclobutene (HFCB) and derivatives have been used as fumigants, refrigerants and polymerization monomers, When inhaled they produce a potentially fatal pulmonary oedema similar to that induced by perfluoroisobutene (PFIB), a by-product of Teflon manufacture. This study determined the relationship between the chemical structure, respiratory retention and toxicity of HFCB and five analogues in rats and mice. Retention in the rat was determined using a flow-through system combining nose-only exposure and plethysmography, Structural changes to HFCB modified retention. At concentrations of ca, 1 ppm, where uptake was independent of exposure time, the rate of uptake was increased by halogen substitution in the order 3-Br = 1-Br = 1-Cl > 3-Cl = 1-H > HFCB, and was a function of volatility. At concentrations of 6 or 30 ppm, the percentage retained and rate of uptake decreased with time. The total mass retained (mu mol kg(-1)) was not proportional to inhaled concentration and was best described by the calculated partition coefficient (octane-water), No clear relationship between retention and reactivity was apparent. The contribution of volatility, partition coefficient and reactivity to the uptake process depended on inhaled concentration, The toxicity of the fluorocyclobutenes agreed with reactivity relationships based on electrophilicity (lowest unoccupied molecular orbital energy), carbanion stability and leaving-group mobility. Toxicity is based principally on the number of successive alkylations (1, 2 or 3) that can occur with tissue nucleophiles. Copyright (C) 1999 John Wiley & Sons, Ltd.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.4, 2.2.2, page 61 - 67
  作者：

  DOI：——

  日期：——
• Tributylarsonium-2,2,3,3,4,4-hexafluorocyclobutane ylide. Preparation and cleavage
  作者：Donald J. Burton、Paul D. Vander Valk

  DOI：10.1016/s0022-1139(00)82659-7

  日期：1981.10
• BAUER G.; HAGEL G., Z. NATURFORSCH., 1979, B34, NO 9, 1252-1259
  作者：BAUER G.、 HAGEL G.

  DOI：——

  日期：——