cis,cis-1,4-Difluorobutadiene | 35694-29-2

• 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: cis,cis-1,4-Difluorobutadiene
• 英文别名: 1,4-Difluor-butadien-(1,3)；cis,cis-1,4-Difluor-1,3-butadien；1c,4c-difluoro-buta-1,3-diene；cis,cis-1,4-Difluoro-1,3-butadiene；(1Z,3Z)-1,4-difluorobuta-1,3-diene
• CAS: 35694-29-2
• 化学式: C₄H₄F₂
• 分子量: 90.0726
• InChiKey: RXJPYUWYMSTJKF-CCAGOZQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  trans-3,4-difluorocyclobutene 在 碘 作用下， 反应 24.0h， 生成 cis,cis-1,4-Difluorobutadiene 、 cis,trans-difluorobutadiene 、 trans,trans-1,4-Difluorobutadiene
  参考文献：
  名称：

  Vibrational Spectroscopy of the Three Isomers of 1,4-Difluorobutadiene

  摘要：

  Infrared and Raman spectra were recorded for the trans,trans (EE), cis,cis (ZZ), and cis,trans (ZE) isomers of 1,4-difluorobutadiene (DFBD). From these spectra and frequencies predicted from the adiabatic connection method, which is a hybrid of Hartree-Fock and density-functional theories, complete assignments of fundamentals were made for the observable s-trans configurations. The fundamentals for the trans,trans isomer are (in cm(-1)): (a(g)) 3091, 3048, 1681, 1325, 1280, 1151, 1121, 409, 383; (a(u)) 934, 798, 227, 154; (b(g),) 897, 830, 397; and (b(u)) 3086, 3056, 1638, 1299, 1221, 1088, 621, 133. The fundamentals for the cis,cis isomer are (in cm(-1)): (a(g)) 3118, 3088, 1676, 1410, 1248, 1134, 946, 751, 232; (a(u)) 914, 762, 330, 78; (b(g)) 897, 789, 580; and (b(u)) 3109, 3092, 1624, 1340, 1215, 1044, 632, 165. The fundamentals for the cis,trans isomer are (in cm(-1)): (a') 3114, 3082, 3062, 3036, 1690, 1629, 1391, 1313, 1253, 1224, 1138, 1129, 1008, 706, 504, 308, 138; and (a") 929, 887, 824, 758, 526 (calculated), 230, 155. Overall agreement between the assignments and the predicted frequencies is quite good. With allowance for the difference between modes strongly dependent on CF or CCl motions, a very good correlation was found between the fundamentals of the three isomers of DFBD and the corresponding isomers of 1,4-dichlorobutadiene. Both sets of isomers are of special interest because they exhibit the cis effect, in which the cis,cis isomer has the lowest energy and the trans, trans isomer has the highest energy.

  DOI：

  10.1021/jp9913721

文献信息

• Vibrational Spectroscopy of the Three Isomers of 1,4-Difluorobutadiene
  作者：Norman C. Craig、Christopher F. Neese、Tuan N. Nguyen、Catherine M. Oertel、Laura Pedraza、Anne M. Chaka

  DOI：10.1021/jp9913721

  日期：1999.8.1

  Infrared and Raman spectra were recorded for the trans,trans (EE), cis,cis (ZZ), and cis,trans (ZE) isomers of 1,4-difluorobutadiene (DFBD). From these spectra and frequencies predicted from the adiabatic connection method, which is a hybrid of Hartree-Fock and density-functional theories, complete assignments of fundamentals were made for the observable s-trans configurations. The fundamentals for the trans,trans isomer are (in cm(-1)): (a(g)) 3091, 3048, 1681, 1325, 1280, 1151, 1121, 409, 383; (a(u)) 934, 798, 227, 154; (b(g),) 897, 830, 397; and (b(u)) 3086, 3056, 1638, 1299, 1221, 1088, 621, 133. The fundamentals for the cis,cis isomer are (in cm(-1)): (a(g)) 3118, 3088, 1676, 1410, 1248, 1134, 946, 751, 232; (a(u)) 914, 762, 330, 78; (b(g)) 897, 789, 580; and (b(u)) 3109, 3092, 1624, 1340, 1215, 1044, 632, 165. The fundamentals for the cis,trans isomer are (in cm(-1)): (a') 3114, 3082, 3062, 3036, 1690, 1629, 1391, 1313, 1253, 1224, 1138, 1129, 1008, 706, 504, 308, 138; and (a") 929, 887, 824, 758, 526 (calculated), 230, 155. Overall agreement between the assignments and the predicted frequencies is quite good. With allowance for the difference between modes strongly dependent on CF or CCl motions, a very good correlation was found between the fundamentals of the three isomers of DFBD and the corresponding isomers of 1,4-dichlorobutadiene. Both sets of isomers are of special interest because they exhibit the cis effect, in which the cis,cis isomer has the lowest energy and the trans, trans isomer has the highest energy.