tetramethylene ethane | 16893-57-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: tetramethylene ethane
• 英文别名: tetramethyleneethane；2,3-bis-methylene-butane-1,4-diyl；Tetramethylethan；2,3-Dimethylbutyl；2-methanidyl-3-methylbuta-1,3-diene
• CAS: 16893-57-5
• 化学式: C₆H₈
• 分子量: 80.1295
• InChiKey: PJJNECQDNLIHNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 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：
  1

反应信息

• 作为产物：
  描述：

  4,5-dimethylene-1,2-diazacyclohexene 以 2-甲基四氢呋喃 为溶剂， 生成 tetramethylene ethane
  参考文献：
  名称：

  Tetramethyleneethane-d8

  摘要：

  Tetramethyleneethane (TME) is a triplet non-Kekule molecule that is currently the source of a difference between theory and experiment. The best theory places the energy of the triplet about 1 kcal/mol below the singlet at an angle of twist of 50-degrees about the central carbon-carbon bond. However, the triplet ESR spectrum shows no splitting between the x- and y-lines, indicating that the zero field parameter, E, is 0 or very small. If it is the former, that would be consistent with a D2d configured TME. In order to explore this point by removing proton hyperfine coupling, TME-d8 was prepared. Again, no splitting was observed between the x-and y-lines for TME-d8. This sets an upper limit for E of approximately 0.001 cm-1.

  DOI：

  10.1021/j100152a055

文献信息

• Photoisomerization of Bicyclopropylidene and 1,2-Dimethylenecyclobutane in Rare-Gas Matrices: Towards the IR-Spectroscopic Identification of Tetramethyleneethane (2,3-Dimethylenebutane-1,4-diyl)
  作者：Günther Maier、Stefan Senger

  DOI：10.1002/(sici)1099-0690(199906)1999:6<1291::aid-ejoc1291>3.0.co;2-m

  日期：1999.6

  2-dimethylenecyclobutane (7) is exposed to the light of a KrF excimer laser (λ = 248 nm), an isomeric species is produced, showing an absorption at 793.1 cm–1 (argon matrix) or 791.2 cm–1 (xenon matrix) in the IR spectrum. The back reaction can be induced with light of λ = 254 nm. This photochemical interconversion, together with the comparison between the experimental and calculated band positions, supports

  双环亚丙基 (3) 和 1,2-二亚甲基环丁烷 (7) 已在稀有气体基质中进行辐照。如果 1,2-二亚甲基环丁烷 (7) 暴露在 KrF 准分子激光 (λ = 248 nm) 的光线下，则会产生同分异构体，在 793.1 cm-1（氩基质）或 791.2 cm-1（红外光谱中的氙气矩阵）。可以用 λ = 254 nm 的光诱导反向反应。这种光化学互变，以及实验和计算带位置之间的比较，支持将 790 cm-1 附近的 IR 吸收分配给四亚甲基甲烷 (5)。
• Tetramethyleneethane-d8
  作者：Paul Dowd、Wonghil Chang、Cyrus J. Partian、Wei Zhang

  DOI：10.1021/j100152a055

  日期：1993.12

  Tetramethyleneethane (TME) is a triplet non-Kekule molecule that is currently the source of a difference between theory and experiment. The best theory places the energy of the triplet about 1 kcal/mol below the singlet at an angle of twist of 50-degrees about the central carbon-carbon bond. However, the triplet ESR spectrum shows no splitting between the x- and y-lines, indicating that the zero field parameter, E, is 0 or very small. If it is the former, that would be consistent with a D2d configured TME. In order to explore this point by removing proton hyperfine coupling, TME-d8 was prepared. Again, no splitting was observed between the x-and y-lines for TME-d8. This sets an upper limit for E of approximately 0.001 cm-1.