Perchlorobenzophenone | 33240-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Perchlorobenzophenone
• 英文别名: decachloro-benzophenone；Bis-(2.3.4.5.6-pentachlor-phenyl)-keton；Decachlor-benzophenon；Perchlorbenzophenon；Bis(2,3,4,5,6-pentachlorophenyl)methanone
• CAS: 33240-70-9
• 化学式: C₁₃Cl₁₀O
• 分子量: 526.672
• InChiKey: MVBPMCSASZVJFA-UHFFFAOYSA-N

物化性质

• 熔点：
  318 °C
• 沸点：
  597.5±50.0 °C(Predicted)
• 密度：
  1.834±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯氯甲烷 在 二氯化二硫 、 三氯化铝 、 磺酰氯 、 硝酸 作用下， 生成 Perchlorobenzophenone
  参考文献：
  名称：

  Inert carbon free radicals. I. Perchlorodiphenylmethyl and perchlorotriphenylmethyl radical series

  摘要：

  DOI：

  10.1021/ja00738a021

文献信息

• Synthesis of the sterically hindered bis(pentachlorophenyl)acetic acid and derived stable free radicals
  作者：Pat O'Neill、Anthony F. Hegarty

  DOI：10.1021/jo00042a021

  日期：1992.7

  Bis(pentachlorophenyl)acetic acid esters were synthesized from the alpha-hydroxydiaryl acetate esters 13 via the free radicals 15 formed on homolytic cleavage of the alpha-chloro compounds 14. The acid 8 underwent rapid decarboxylation in basic solution (e.g., Et3N in THF) but could be dehydrated to the corresponding ketene 17. Nucleophilic addition to the ketene provided a route to the corresponding amides (21 and 19) and nitrile 20, the enolates of which underwent ready oxidation to the corresponding stable free radicals 15, 22, and 23. Evidence for the structure and unusual stability of these free radicals is presented. Attempts to observe enols of acids or esters on the addition of water or alcohols to the sterically hindered ketene 17 were unsuccessful.
• Steiner, Monatshefte fur Chemie, 1915, vol. 36, p. 828
  作者：Steiner

  DOI：——

  日期：——
• Photochemical behavior of stable free radicals: the photochemistry of perchlorodiphenylmethyl radical
  作者：Shiyamalie R. Ruberu、Marye Anne Fox

  DOI：10.1021/j100103a025

  日期：1993.1

  The excitation of perchlorodiphenylmethyl radical (PDM) at 530 nm leads to the lowest excited doublet, D1 (tau = 31 ns), from which emission is observed (PHI = 1 X 10(-3) +/- 0.0003). This state is quenched by electron donors and acceptors at a rate at or close to diffusion control and at much slower rates by oxygen and hydrogen atom donors. Fragmentation of PDM (PHI(d) = 0.06) occurs from a higher excited doublet (D(n), n greater-than-or-equal-to 2) producing intermediates that are trapped by O2, chlorine, or hydrogen donors, yielding products 1-6. Experimental evidence suggests a structure-photoreactivity correlation in the perchlorinated arylmethyl radicals in which the partitioning between photochemical cyclization or fragmentation depends on the twist angle between the appended phenyl rings.
• Inert carbon free radicals. I. Perchlorodiphenylmethyl and perchlorotriphenylmethyl radical series
  作者：Manuel Ballester、Juan Riera-Figueras、Juan Castaner、Carlos Badfa、Jose M. Monso

  DOI：10.1021/ja00738a021

  日期：1971.5