1,4-二碘双环[2.2.2]辛烷 | 10364-05-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 中文名称: 1,4-二碘双环[2.2.2]辛烷
• 中文别名: 1,4-二碘二环[2.2.2]辛烷
• 英文名称: 1,4-diiodobicyclo<2.2.2>octane
• 英文别名: 1,4-diiodobicyclo[2.2.2]octane；1,4-diiodo-bicyclo<2.2.2>octan；1,4-Dijod-bicyclo<2.2.2>octan；1.4-Dijod-bicyclo<2.2.2>octan；1.4-Dijodobicyclo<2.2.2>octan；1.4-Diiodbicyclo<2.2.2>octan
• CAS: 10364-05-3
• 化学式: C₈H₁₂I₂
• 分子量: 361.992
• InChiKey: FWXREWNUAWFVFX-UHFFFAOYSA-N

物化性质

• 熔点：
  245-246 °C
• 沸点：
  300.9±42.0 °C(Predicted)
• 密度：
  2.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  3.0
• 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：
  0

安全信息

• 海关编码：
  2903890090

反应信息

• 作为反应物：
  描述：

  1,4-二碘双环[2.2.2]辛烷 在 氢氧化钾 、 氢碘酸 、 叔丁基锂 、 silver(I) acetate 作用下， 以 甲醇 、 乙醚 、 溶剂黄146 、 正戊烷 为溶剂， 反应 4.0h， 生成 1-碘双环[2.2.2]辛烷
  参考文献：
  名称：

  Rod-like organic molecules. Energy-transfer studies using single-photon counting

  摘要：

  DOI：

  10.1021/jo01308a001
• 作为产物：
  描述：

  1,4-二氯双环[2.2.2]辛烷 在 aluminum tri-bromide 、 碘乙烷 作用下， 以90%的产率得到1,4-二碘双环[2.2.2]辛烷
  参考文献：
  名称：

  Rod-like organic molecules. Energy-transfer studies using single-photon counting

  摘要：

  DOI：

  10.1021/jo01308a001

文献信息

• Reactions of some bicycloalkyl iodides with bromine
  作者：Kenneth B. Wiberg、William E. Pratt、Michael G. Matturro

  DOI：10.1021/jo00135a007

  日期：1982.7
• Kopecky, Jan; Smejkal, Jaroslav, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 11, p. 2965 - 2970
  作者：Kopecky, Jan、Smejkal, Jaroslav

  DOI：——

  日期：——
• The di-.pi.-methane rearrangement. 226. Molecular rods: synthesis and properties
  作者：Howard E. Zimmerman、Russell K. King、Michael B. Meinhardt

  DOI：10.1021/jo00046a034

  日期：1992.9

  Our earlier synthetic methodology affording bicyclo[2.2.2]octyl [1]-rod and [2]-rod systems proved inadequate for [41-rods. New synthetic approaches were developed, and [3]- and [41-rod molecules were obtained. Sodium-potassium coupling was employed to afford the longer rod units. A radical anion approach gave lower yields. Hybrid rods with aromatic rings interposed were also synthesized. Rods of 9.2-, 9.7-, 13.4-, 13.9-, and 18.2-angstrom length were included in this study. Consideration of rod chirality suggests each bicyclooctane rod unit to be stereogenic, either P (clockwise) or M (anticlockwise). Thus, in a [1]-rod there are enantiomers and in a [2]-rod there are diastereomers. Molecular mechanics treatment of rod stereoisomerization was carried out. Interconversion of enantiomers of the [l]-rod and diastereomers of the [n]-rods should be very rapid at room temperature. X-ray analysis of the 4,4'-dimethoxy-[2]-rod reveals an achiral conformation. AMI quantum mechanics computations were carried out on [n]-rod radical cations and bridgehead cations.
• Reaction of 1,4-diiodonorbornane, 1,4-diiodobicyclo[2.2.2]octane, and 1,5-diiodobicyclo[3.2.1]octane with butyllithium. Convenient preparative routes to the [2.2.2]- and [3.2.1]propellanes
  作者：Kenneth B. Wiberg、William E. Pratt、William F. Bailey

  DOI：10.1021/ja00449a045

  日期：1977.3
• "Mixed staffanes" as intermediate-length staffs for molecular-size tinkertoys. Parent hydrocarbons and terminal diiodides combining bicyclo[1.1.1]pentane with cubane or bicyclo[2.2.2]octane units
  作者：Karin Hassenrueck、Gudipati S. Murthy、Vincent M. Lynch、Josef Michl

  DOI：10.1021/jo00290a036

  日期：1990.2