decachloroacenaphthene | 7267-15-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: decachloroacenaphthene
• 英文别名: Perchloroacenaphthene；Perchloracenaphthen；1,1,2,2,3,4,5,6,7,8-decachloroacenaphthylene
• CAS: 7267-15-4
• 化学式: C₁₂Cl₁₀
• 分子量: 498.662
• InChiKey: ZZLIBLBEYMISDH-UHFFFAOYSA-N

物化性质

• 熔点：
  250-255 °C(Solv: carbon tetrachloride (56-23-5))
• 沸点：
  497.1±45.0 °C(Predicted)
• 密度：
  1.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  decachloroacenaphthene 在 氢氧化钾 、 18-冠醚-6 、 三苯基膦 作用下， 以 氯苯 为溶剂， 反应 1.5h， 生成 perchloro-7H-cyclopropacenaphthylene
  参考文献：
  名称：

  全氯苯二烯基自由基

  摘要：

  我们报告了全氯苯烯基自由基的制备和固态表征 (1)。该自由基最初是通过还原全氯苯鎓盐 (12(+)) 获得的黄绿色固体。该固体在密封管中升华，得到全氯苯二烯基 (1) 的黑色闪亮六方晶体。该结构由单体自由基的一维堆叠组成。周围氯原子迫使苯烯基系统成为强烈非平面的，导致堆叠内相邻分子之间的大间隔 (3.78 A)，并且分子采用两个不同的堆叠基序（准叠加并相对于相邻分子旋转 60 度）。由于晶格中的堆积挫折和较大的分子间间距，固体在 100-400 K 的温度范围内表现出居里顺磁性，在低温下反铁磁耦合开始之前。由于单个分子的隔离产生的窄带宽，固体是莫特-哈伯德绝缘体，室温电导率为 rho(RT) = 10(-10) S/cm。

  DOI：

  10.1021/ja0018015
• 作为产物：
  描述：

  苊 在 二氯化二硫 、 三氯化铝 、 磺酰氯 作用下， 反应 4.0h， 以45%的产率得到decachloroacenaphthene
  参考文献：
  名称：

  Application of thermal kinetics to small carbon ion clusters

  摘要：

  Kinetic energy release distributions (KERDS') were obtained experimentally for unimolecular decomposition of small carbon ion clusters C(n)+, n = 10-13 and 18, made by dissociative ionization from perchloro conjugated hydrocarbons. A model-free approach due to Klots, based on the application of thermal kinetics to small systems, allowed the extraction of binding energies for these clusters. The results were found to be in very good agreement with literature values for collisionally activated dissociation (CAD) threshold energies. The ion C-11+ demonstrates a particularly high binding energy in agreement with its magic character in C(n)+ mass spectra, while C-13+ has a relatively low binding energy, reflected in its low abundance in such spectra.

  DOI：

  10.1021/j100127a006

文献信息

• Ion/molecule reactions of carbon cluster ions and acrylonitrile
  作者：Jing Sun、Hans F. Gruetzmacher、Chava Lifshitz

  DOI：10.1021/ja00071a054

  日期：1993.9

  cluster ions (C(n).+, n = 10-18 and 20) in the gas phase with acrylonitrile (ACN) as the neutral reagent were investigated by Fourier transform ion cyclotron resonance spectrometry (FT-ICR). The carbon cluster ions studied were generated by electron impact ionization of perchlorinated polyaromatic compounds (PPA) and subsequent exhaustive chlorine elimination in the external ion source of the FT-ICR spectrometer

  通过傅里叶变换离子回旋共振光谱法 (FT-ICR) 研究了以丙烯腈 (ACN) 为中性试剂的气相中碳簇离子 (C(n).+, n = 10-18 和 20) 的离子/分子反应）。研究的碳簇离子是通过高氯多环芳烃化合物 (PPA) 的电子碰撞电离和随后在 FT-ICR 光谱仪的外部离子源中彻底消除氯产生的。前体 PPA 是通过使用 BMC 试剂氯化适当的多环芳烃来制备的。对 C(n).+ 观察到的唯一反应是形成通过辐射缔合稳定的加合离子（对于 n = 10-18 和 20），但 C-16.+ 除外，它通过失去中性来稳定加合离子C3. C(n).+ 与 ACN 反应的速率常数从 k(bi) = < 10(-13) cm3 分子-1 s-1 (C18.+, C20.+) 到 k(bi) = 7.1 x 10(-10) cm3 分子-1 s-1 (C-13.+) 并且是明显大于之前研究的 HCN 和
• Dodecachlorotetracyclo[7.2.1.02,8.05,12]dodeca-3,6,10-triene, a fully chlorinated valence isomer of [12]annulene
  作者：V. N. Mallikarjuna Rao、Catherine J. Hurt、Kousuke Kusuda、Joseph C. Calabrese、Robert West

  DOI：10.1021/ja00856a030

  日期：1975.11
• Structures of Carbon Clusters from Polychlorinated Graphitic Precursors: Investigations of C12Clx+ (x = 0-10) Using the Ion Chromatography Method
  作者：Gert von Helden、Edwart Porter、Nigel G. Gotts、Michael T. Bowers

  DOI：10.1021/j100019a059

  日期：1995.5

  Various C12Clx+ ions (x = 0-10) are formed from electron impact on decachloroacenaphthene, C12Cl10. The structures of these ions are determined using ion chromatography. It is found that the graphitic carbon backbone persists down to C12Cl4+. Small amounts of monocyclic structures appear for C12Cl6+ and C12Cl4+ and are exclusive for C-12(+). The linear structure first appears at C12Cl4+ and is exclusive for C12Cl2+ and C12Cl+. For the most part, these results are consistent with predictions from semiempirical PM3 calculations, indicating thermochemistry plays a major role in determining isomer distributions. In several cases, other factors have to be considered, the most important being isomerization barriers and the effect of entropy. Doubly charged ions are observed for a significant number of cases. Graphitic structures disappear below C12Cl62+ and are replaced by monocyclic and linear isomers, again consistent with PM3 calculations.
• BALLESTER, M.;CASTANER, J.;RIERA, J.;PARES, J., AN. QUIM. PUBL. REAL SOC. ESP. FIS. Y QUIM., 1980, 76, N 2, 157-170
  作者：BALLESTER, M.、CASTANER, J.、RIERA, J.、PARES, J.

  DOI：——

  日期：——
• LAHANIATIS, E. S.;CLAUSEN, E.;FYTIANOS, K.;BIENIEK, D., NATURWISSENSCHAFTEN, 75,(1988) N 2, 93-94
  作者：LAHANIATIS, E. S.、CLAUSEN, E.、FYTIANOS, K.、BIENIEK, D.

  DOI：——

  日期：——