1-chloro-4-fluorohexane | 97226-92-1

• 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: 1-chloro-4-fluorohexane
• CAS: 97226-92-1
• 化学式: C₆H₁₂ClF
• 分子量: 138.613
• InChiKey: VTVVKYOZGVWNPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• 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：
  1

反应信息

• 作为产物：
  描述：

  1-己烯 、 N,N-二氯-N-甲胺 、 三氟化硼 以12%的产率得到
  参考文献：
  名称：

  HEASLEY, G. E.;JANES, J. M.;STARK, S. R.;ROBINSON, B. L.;HEASLEY, V. L.;S+, TETRAHEDRON LETT., 1985, 26, N 15, 1811-1814

  摘要：

  DOI：

文献信息

• Elemental fluorine. Part 19: Electrophilic fluorination of hexyl derivatives bearing electron withdrawing groups
  作者：Richard D. Chambers、Mandy Parsons、Graham Sandford、Emmanuelle Thomas、Jelena Trmcic、John S. Moilliet

  DOI：10.1016/j.tet.2006.03.113

  日期：2006.7

  Reaction of a series of model hexyl derivatives of the form C6H13–X (X=Cl, Br, I, CO2Me, COMe, CHO) with both elemental fluorine and Selectfluor™ was studied in order to assess the impact of electron withdrawing functional groups upon fluorination of an alkyl chain. Fluorination generally occurs at secondary sites, with a slight preference for those that are furthest removed from the electron withdrawing

  研究了一系列形式为C 6 H 13 –X（X = Cl，Br，I，CO 2 Me，COMe，CHO）的模型己基衍生物与元素氟和Selectfluor™的反应，以评估氟的影响。烷基链氟化时的吸电子官能团。氟化通常发生在次要位置，与亲电子取代过程一致，略微偏爱从吸电子基团离得最远的位置，尽管在大多数情况下会获得氟化产物的混合物。
• Boron trifluoride promoted reactions of n-haloelectrophiles with alkenes
  作者：Gene E. Heasley、J. Mark Janes、Stephen R. Stark、Brian L. Robinson、Victor L. Heasley、Dale F. Shellhamer

  DOI：10.1016/s0040-4039(00)94744-0

  日期：1985.1

  N-Haloelectrophiles react with alkenes in the presence of boron rifluoride etherate to give halofluorides and N-halo adducts.

  N-卤代亲电子试剂在氟氟化硼醚化物的存在下与烯烃反应，生成卤代氟化物和N-卤代加合物。
• PREPARATION OF SELECTIVELY FLUORINATED ORGANIC COMPOUNDS
  申请人：F2 Chemicals Limited

  公开号：EP1165464B1

  公开（公告）日：2003-08-20
• [EN] PREPARATION OF SELECTIVELY FLUORINATED ORGANIC COMPOUNDS<br/>[FR] PREPARATION DE COMPOSES ORGANIQUES FLUORES DE FAÇON SELECTIVE
  申请人：F2 CHEMICALS LIMITED

  公开号：WO2000058241A1

  公开（公告）日：2000-10-05

  The invention provides a method of selectively fluorinating an organic compound at an unactivated saturated sp3 hybridised carbon atom, the method comprising reacting the compound with a fluorinating agent containing an N-F bond. The carbon atom may be, for example, a tertiary carbon atom or a secondary carbon atom. The carbon atom may form part of a cyclic structure. The fluorinating agent may be any electrophilic fluorinating agent containing an N-F bond. Preferably, the fluorinating agent is an N-fluorinated diazoniabicycloalkane.
• [EN] PREPARATION OF SELECTIVELY FLUORINATED ORGANIC COMPOUNDS<br/>[FR] PREPARATION DE COMPOSES ORGANIQUES FLUORES DE MANIERE SELECTIVE
  申请人：F2 CHEMICALS LTD

  公开号：WO2001028959A1

  公开（公告）日：2001-04-26

  The present invention provides a method of selectively fluorinating a carbon-hydrogen bond at an unactivated saturated sp3 hybridised carbon atom of an organic compound, the method including reacting the organic compound with elemental fluorine gas, characterised in that the reaction is carried out in the presence of a basic compound. The method enables the selective transformation of carbon-hydrogen bonds to carbon-fluorine bonds in molecules where the hydrogen atom is attached to a fully saturated unactivated sp3 hybridised carbon atom such as a tertiary carbon atom found in many saturated hydrocarbon compounds and steroid derivatives. Advantageously, the method may be carried out at or just below room temperature.