1-Chloro-2-fluorohexane | 51444-06-5

• 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-2-fluorohexane
• 英文别名: 1-chloro-2-fluoro-hexane；1-Chloro-2-fluoro-hexan；1-Chlor-2-fluor-hexan
• CAS: 51444-06-5
• 化学式: C₆H₁₂ClF
• 分子量: 138.613
• InChiKey: VCKUIJGHHVPMRT-UHFFFAOYSA-N

物化性质

• 沸点：
  58-60 °C(Press: 45 Torr)
• 密度：
  0.957±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 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 在 次氯酸叔丁酯 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以56%的产率得到1-Chloro-2-fluorohexane
  参考文献：
  名称：

  Boron trifluoride promoted reaction of alkyl hypohalites with alkenes. A new synthesis of fluoro halides

  摘要：

  DOI：

  10.1021/jo00167a011

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。
• Synthetic methods and reactions. 63. Pyridinium poly(hydrogen fluoride) (30% pyridine-70% hydrogen fluoride): a convenient reagent for organic fluorination reactions
  作者：George A. Olah、John T. Welch、Yashwant D. Vankar、Mosatomo Nojima、Istvan Kerekes、Judith A. Olah

  DOI：10.1021/jo01336a027

  日期：1979.10
• Generation of Interhalogen Fluorides under Mild Conditions:  A Comparison of Sluggish and Reactive Interhalogen Fluorides
  作者：Dale F. Shellhamer、Mark J. Horney、Benjamin J. Pettus、Tobiah L. Pettus、Joy Merry Stringer、Victor L. Heasley、Robert G. Syvret、John M. Dobrolsky

  DOI：10.1021/jo972319g

  日期：1999.2.1

  Interhalogen fluorides (XF; X = I, Br, or Cl) generated from xenon difluoride (XeF2) or triethylamine trihydrofluoride (TREAT HF) with iodine (I-2), N-halosuccinimides (NXS; X = I, Br, or CI), or alkylhypohalites (ROX; R = CH3 or t-Bu, X = Br or Cl) with alkenes and aromatics are reported. A comparison of the above reactions with other methods reported in the literature to generate interhalogen fluorides is made. Interhalogens generated from direct action of elemental fluorine (F-2) or XF3 (X = I, Br, or Cl) with chlorine (Cl-2), bromine (Br-2), or iodine (I-2) give a species that can react with electron-deficient alkenes or aromatics. These reagents are too reactive for electron-rich substrates. Interhalogen fluorides from reagents like NXS or ROX with XeF2 or amine HF are much less reactive and give good yields with electron-rich akenes or aromatics.
• PREPARATION OF SELECTIVELY FLUORINATED ORGANIC COMPOUNDS
  申请人：F2 Chemicals Limited

  公开号：EP1165464B1

  公开（公告）日：2003-08-20