2-(4-methylphenyl)cyclododecanone | 109318-91-4

• 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: 2-(4-methylphenyl)cyclododecanone
• 英文别名: 2-(4-methylphenyl)cyclododecan-1-one
• CAS: 109318-91-4
• 化学式: C₁₉H₂₈O
• 分子量: 272.431
• InChiKey: VGYVHWHHZVKWOM-UHFFFAOYSA-N

物化性质

• 沸点：
  411.2±24.0 °C(Predicted)
• 密度：
  0.939±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-(4-methylphenyl)cyclododecanone 在 三氯溴甲烷 作用下， 以 苯 为溶剂， 生成
  参考文献：
  名称：

  Determination of hyperfine splittings of biradical termini by combining biradical trapping and time-resolved ESR techniques

  摘要：

  ESR detection of spin-polarized short-lived biradicals has been shown to be a valuable tool in studying the mechanisms of photochemical reactions and in the investigation of the properties of biradicals. However, some important spectroscopic features of these species are not readily available because of certain peculiarities of biradical ESR spectra. This difficulty can be overcome through the conservation of spin polarization by the controlled scavenging of a biradical into a subsequent radical species whose spectroscopic features can be accurately evaluated. In particular, it is shown that the hyperfine splittings of a radical site in a biradical can be measured directly by time resolved ESR if the other site is scavenged by a selective spin trap. BrCCl3 was used as a selective scavenger of the acyl moiety of polymethylene linked acyl-alkyl and acyl-benzyl biradicals formed in the photolysis of substituted cycloalkanones in solution. Transformation of these polarized biradicals into correpsonding polarized monoradicals upon bromine abstraction by acyl site leads to much less complicated and much better resolved ESR spectra. The hyperfine splittings of the benzylic termini of several acyl-benzyl biradicals generated in this manner were evaluated and quantitatively compared with the splittings of benzyl and 1-phenylpropyl radicals formed in the photolysis of linear ketones.

  DOI：

  10.1021/j100130a021
• 作为产物：
  描述：

  1-Methyl-bicyclo[12.2.2]octadeca-13,15,17-trien-2-one 生成 2-(4-methylphenyl)cyclododecanone
  参考文献：
  名称：

  Photochemistry of large ring 2-phenylcycloalkanones and 2,n-diphenylcycloalkanones

  摘要：

  DOI：

  10.1016/s0040-4039(00)85035-2

文献信息

• Ylide-Functionalized Phosphine (YPhos)–Palladium Catalysts: Selective Monoarylation of Alkyl Ketones with Aryl Chlorides
  作者：Xiao-Qiang Hu、Dominik Lichte、Ilja Rodstein、Philip Weber、Ann-Katrin Seitz、Thorsten Scherpf、Viktoria H. Gessner、Lukas J. Gooßen

  DOI：10.1021/acs.orglett.9b02830

  日期：2019.9.20

  phosphine (YPhos) ligands allow the palladium-catalyzed α-arylation of alkyl ketones with aryl chlorides with record setting activity. Using a cyclohexyl-substituted YPhos ligand, a wide range of challenging ketone substrates was efficiently and selectively monoarylated under mild conditions. A newly designed YPhos ligand bearing tert-butyl groups on the coordinating phosphorus atom is already active

  内酯官能化的膦（YPhos）配体允许钯催化烷基酮与芳基氯化物的α-芳基化，具有创纪录的活性。使用环己基取代的YPhos配体，可在温和条件下有效且选择性地对各种具有挑战性的酮底物进行有效且选择性的单芳基化。一种新设计的在配位磷原子上带有叔丁基的YPhos配体已在室温下活跃。通过克规模反应和ε-己内酯衍生物的简洁合成证明了合成潜力。
• LEI XUEGONG; DOUBLEDAY CH. , JR.; TURRO N. J., TETRAHEDRON LETT., 27,(1986) N 39, 4675-4678
  作者：LEI XUEGONG、 DOUBLEDAY CH. , JR.、 TURRO N. J.

  DOI：——

  日期：——