trans-3-Chlor-4-fluor-3-hexen | 87161-02-2

• 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: trans-3-Chlor-4-fluor-3-hexen
• 英文别名: 3-Chloro-4-fluoro-hexen-(3)；(E)-3-chloro-4-fluoro-hex-3-ene；(E)-3-chloro-4-fluorohex-3-ene
• CAS: 87161-02-2
• 化学式: C₆H₁₀ClF
• 分子量: 136.597
• InChiKey: ZQYBRUBUYGQVMX-AATRIKPKSA-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：
  2
• 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：
  1

反应信息

• 作为反应物：
  描述：

  trans-3-Chlor-4-fluor-3-hexen 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以85%的产率得到trans-2-Chlor-2,3-diethyl-3-fluoroxiran
  参考文献：
  名称：

  Spraul, Manfred; Griesbaum, Karl, Chemische Berichte, 1983, vol. 116, # 7, p. 2641 - 2652

  摘要：

  DOI：
• 作为产物：
  描述：

  3-己炔 在 次氯酸叔丁酯 、 triethylamine trihydrofluoride 作用下， 以 二氯甲烷 为溶剂， 以15%的产率得到trans-3-Chlor-4-fluor-3-hexen
  参考文献：
  名称：

  Generation of Interhalogen Fluorides under Mild Conditions:  A Comparison of Sluggish and Reactive Interhalogen Fluorides

  摘要：

  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.

  DOI：

  10.1021/jo972319g

文献信息

• Synthetic Methods and Reactions III¹. Halofluorination of Alkenes in Poly-Hydrogen Fluoride/Pyridine Solution
  作者：George A. OLAH、Masatomo NOJIMA、lstvan KEREKES

  DOI：10.1055/s-1973-22298

  日期：——
• SPRAUL, M.;GRIESBAUM, K., CHEM. BER., 1983, 116, N 7, 2641-2652
  作者：SPRAUL, M.、GRIESBAUM, K.

  DOI：——

  日期：——
• 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.
• Spraul, Manfred; Griesbaum, Karl, Chemische Berichte, 1983, vol. 116, # 7, p. 2641 - 2652
  作者：Spraul, Manfred、Griesbaum, Karl

  DOI：——

  日期：——