1-氯-4-(2-氯-1-氟乙基)苯 | 61628-03-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-氯-4-(2-氯-1-氟乙基)苯
• 英文名称: 1-phenyl-(4'-chloro)-1-fluoro-2-chloroethane
• 英文别名: Benzene, 1-chloro-4-(2-chloro-1-fluoroethyl)-；1-chloro-4-(2-chloro-1-fluoroethyl)benzene
• CAS: 61628-03-3
• 化学式: C₈H₇Cl₂F
• 分子量: 193.048
• InChiKey: OWSZKRLRJOXHCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1-氯-4-(2-氯-1-氟乙基)苯 、 哌啶 以50%的产率得到
  参考文献：
  名称：

  CHARLON C.; LUU-DUC C., ANN. PHARM. FR., 44,(1986) N 2, 123-132

  摘要：

  DOI：
• 作为产物：
  描述：

  对氯-Alpha-氯甲基苯甲醇 在 吡啶 、 氢氟酸 作用下， 生成 1-氯-4-(2-氯-1-氟乙基)苯
  参考文献：
  名称：

  Conformational studies on 2-fluoro-1,2-disubstituted ethanes by NMR spectroscopy. Influence of electronegativity on vicinal proton-proton and fluorine-proton coupling constants

  摘要：

  AbstractThe analysis of the ABKX spectra of thirteen compounds of the series RC(H‐K)(F‐X)C(H‐A)(H‐B)X gave the four vicinal proton‐proton and fluorine‐proton coupling constants. These coupling constants of conformationally mobile structures were used (i) to calculate the populations of the rotational states of the CHFCH2 bond, (ii) to calculate the vicinal trans proton‐proton J(HH)t and gauche and trans fluorine‐proton coupling constants J(FH)g and J(FH)t and (iii) to give the unambiguous assignment of protons H‐A and H‐B. The dependence of the gauche and trans coupling constants with substituent electronegativity is explored. The results extend known correlations towards smaller electronegativity values. More quantitatively, the results and those in the literature, excluding those where deformations of torsional or bond angles occur, give a good fit of the data: a linear fit for J(HH)t = 15.0‐0.77 Σ(ΔE), an exponential fit for J(FH)g = 15.35 exp [‐0.266 Σ (ΔE)] and a linear fit for J(FH)t = 65.75 ‐ 7.52 Σ (ΔE), where Σ (ΔE) is the sum of the electronegativity difference between hydrogen and the six atoms or groups on the CHCF fragment.

  DOI：

  10.1002/omr.1270210605

文献信息

• CHARLON C.; LUU-DUC C., ANN. PHARM. FR., 44,(1986) N 2, 123-132
  作者：CHARLON C.、 LUU-DUC C.

  DOI：——

  日期：——
• Conformational studies on 2-fluoro-1,2-disubstituted ethanes by NMR spectroscopy. Influence of electronegativity on vicinal proton-proton and fluorine-proton coupling constants
  作者：Sylvain Hamman、Claude Béguin、Claude Charlon、Cuong Luu-Duc

  DOI：10.1002/omr.1270210605

  日期：1983.6

  AbstractThe analysis of the ABKX spectra of thirteen compounds of the series RC(H‐K)(F‐X)C(H‐A)(H‐B)X gave the four vicinal proton‐proton and fluorine‐proton coupling constants. These coupling constants of conformationally mobile structures were used (i) to calculate the populations of the rotational states of the CHFCH2 bond, (ii) to calculate the vicinal trans proton‐proton J(HH)t and gauche and trans fluorine‐proton coupling constants J(FH)g and J(FH)t and (iii) to give the unambiguous assignment of protons H‐A and H‐B. The dependence of the gauche and trans coupling constants with substituent electronegativity is explored. The results extend known correlations towards smaller electronegativity values. More quantitatively, the results and those in the literature, excluding those where deformations of torsional or bond angles occur, give a good fit of the data: a linear fit for J(HH)t = 15.0‐0.77 Σ(ΔE), an exponential fit for J(FH)g = 15.35 exp [‐0.266 Σ (ΔE)] and a linear fit for J(FH)t = 65.75 ‐ 7.52 Σ (ΔE), where Σ (ΔE) is the sum of the electronegativity difference between hydrogen and the six atoms or groups on the CHCF fragment.