1-氯-1-氟环丁烷 | 118523-82-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 中文名称: 1-氯-1-氟环丁烷
• 英文名称: 1-chloro-1-fluorocyclobutane
• CAS: 118523-82-3
• 化学式: C₄H₆ClF
• 分子量: 108.543
• InChiKey: JEKSYLNKTQNPOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• 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

• 作为反应物：
  描述：

  1-氯-1-氟环丁烷 在 sodium hydroxide 作用下， 生成 1-fluorocyclobutene 、 1,3-丁二烯
  参考文献：
  名称：

  Vibrational spectra and assignments for 1-fluoro- and 1-chlorocyclobutenes: revised assignment for cyclobutene

  摘要：

  Gas-phase infrared spectra and liquid-phase Raman spectra are presented for 1-chlorocyclobutene and 1-fluorocyclobutene. Complete assignments of vibrational fundamentals are proposed for these molecules of C(s) symmetry. For 1-chlorocyclobutene (cm-1): (a') 3090, 2947, 2940, 1595, 1452, 1434, 1250, 1197, 1165, 1120, 916, 891, 869, 493, 299; (a") 2980, 2966, 1140, 1070, 1016, 854, 751, 395, 211. For 1-fluorocyclobutene (cm-1): (a') 3111, 2954, 2948, 1667, 1464, 1437, 1306, 1214, 1189, 1154, 972, 911, 866, 651, 412; (a") 2982, 2969, 1142, 1076, 1020, 855, 764, 436, 264. Frequencies of CH-rich modes correlate closely for these isotopomer-like molecules. These results along with a Raman spectrum of liquid cyclobutene near -100-degrees-C have provided evidence for assigning five unsettled vibrational fundamentals of cyclobutene. These modes in cm-1 are (a2) nu-9 = 2944, nu-11 = 1011, and nu-12 = 846 and (b1) nu-19 = 903 and nu-20 = 888. Ring-puckering frequencies for a variety of halogen-substituted cyclobutenes are compared and found to follow an understandable pattern.

  DOI：

  10.1021/j100162a023
• 作为产物：
  描述：

  氟环丁烷 在 氯 作用下， 以 gas 为溶剂， 生成 1-氯-1-氟环丁烷
  参考文献：
  名称：

  Vibrational spectra and assignments for 1-fluoro- and 1-chlorocyclobutenes: revised assignment for cyclobutene

  摘要：

  Gas-phase infrared spectra and liquid-phase Raman spectra are presented for 1-chlorocyclobutene and 1-fluorocyclobutene. Complete assignments of vibrational fundamentals are proposed for these molecules of C(s) symmetry. For 1-chlorocyclobutene (cm-1): (a') 3090, 2947, 2940, 1595, 1452, 1434, 1250, 1197, 1165, 1120, 916, 891, 869, 493, 299; (a") 2980, 2966, 1140, 1070, 1016, 854, 751, 395, 211. For 1-fluorocyclobutene (cm-1): (a') 3111, 2954, 2948, 1667, 1464, 1437, 1306, 1214, 1189, 1154, 972, 911, 866, 651, 412; (a") 2982, 2969, 1142, 1076, 1020, 855, 764, 436, 264. Frequencies of CH-rich modes correlate closely for these isotopomer-like molecules. These results along with a Raman spectrum of liquid cyclobutene near -100-degrees-C have provided evidence for assigning five unsettled vibrational fundamentals of cyclobutene. These modes in cm-1 are (a2) nu-9 = 2944, nu-11 = 1011, and nu-12 = 846 and (b1) nu-19 = 903 and nu-20 = 888. Ring-puckering frequencies for a variety of halogen-substituted cyclobutenes are compared and found to follow an understandable pattern.

  DOI：

  10.1021/j100162a023

文献信息

• A new synthesis of 3-fluoro- and 3-chlorocyclobutenes from dihalocyclobutanes. The five isomers of chlorofluorocyclobutane
  作者：Norman C. Craig、Steven S. Borick、Michael A. Fisher、Thomas R. Tucker、Yong-Zhuang Xiao

  DOI：10.1016/s0022-1139(00)82413-6

  日期：1992.11

  3-Fluorocyclobutene (1) and 3-chlorocyclobutene (2) have been obtained by simpler syntheses and in higher yield than previously reported. One of the synthetic steps involves a three-phase-transfer-catalysis technique that could be of wider utility. New examples are cited of applying AgF2, an underutilized reagent, as a fluorinating agent near room temperature. Compounds 1 and 2 have been characterized by mass, NMR and vibrational spectroscopies. The NMR spectra have been fully analyzed. Useful group frequencies in the vibrational spectra of halocyclobutenes have been identified. The five monochloro-monofluorocyclobutane precursors of fluorocyclobutenes have also been separated and characterized. From NMR coupling constants, conformer mixtures have been identified for three of the isomers.
• Vibrational spectra and assignments for 1-fluoro- and 1-chlorocyclobutenes: revised assignment for cyclobutene
  作者：Norman C. Craig、Steven S. Borick、Thomas R. Tucker、Yong Zhuang Xiao

  DOI：10.1021/j100162a023

  日期：1991.5

  Gas-phase infrared spectra and liquid-phase Raman spectra are presented for 1-chlorocyclobutene and 1-fluorocyclobutene. Complete assignments of vibrational fundamentals are proposed for these molecules of C(s) symmetry. For 1-chlorocyclobutene (cm-1): (a') 3090, 2947, 2940, 1595, 1452, 1434, 1250, 1197, 1165, 1120, 916, 891, 869, 493, 299; (a") 2980, 2966, 1140, 1070, 1016, 854, 751, 395, 211. For 1-fluorocyclobutene (cm-1): (a') 3111, 2954, 2948, 1667, 1464, 1437, 1306, 1214, 1189, 1154, 972, 911, 866, 651, 412; (a") 2982, 2969, 1142, 1076, 1020, 855, 764, 436, 264. Frequencies of CH-rich modes correlate closely for these isotopomer-like molecules. These results along with a Raman spectrum of liquid cyclobutene near -100-degrees-C have provided evidence for assigning five unsettled vibrational fundamentals of cyclobutene. These modes in cm-1 are (a2) nu-9 = 2944, nu-11 = 1011, and nu-12 = 846 and (b1) nu-19 = 903 and nu-20 = 888. Ring-puckering frequencies for a variety of halogen-substituted cyclobutenes are compared and found to follow an understandable pattern.