2,2,8,8-Tetramethylcyclooctanon | 64342-80-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2,8,8-Tetramethylcyclooctanon
• 英文别名: 2,2,8,8-Tetramethylcyclooctan-1-one；2,2,8,8-tetramethylcyclooctan-1-one
• CAS: 64342-80-9
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: GLZAAVYEORGVOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  2,2-dimethylcycloheptanone 在 仲丁基锂 、 thallium (I) ethoxide 作用下， 以 氯仿 为溶剂， 生成 2,2,8,8-Tetramethylcyclooctanon
  参考文献：
  名称：

  涉及β-羟烷基硒化物的不对称取代的酮的扩环的区域化学

  摘要：

  在柔软的亲电子试剂（如四氟硼酸银或二氯卡宾）的存在下，衍生自不对称取代的酮的β-羟烷基硒化物已重排为取代的酮。尽管取代度较高的碳通常会迁移，但根据原料的结构和所用的实验条件，已观察到细微的变化。

  DOI：

  10.1016/s0040-4039(01)81038-8

文献信息

• Spin and reaction dynamics in flexible polymethylene biradicals as studied by EPR, NMR, optical spectroscopy, and magnetic field effects. Measurements and mechanisms of scalar electron spin-spin coupling
  作者：Gerhard L. Closs、Malcolm D. E. Forbes、Piotr Piotrowiak

  DOI：10.1021/ja00035a020

  日期：1992.4

  A series of spectroscopic measurements on flexible polymethylene biradicals in liquid solution is reported. Time resolved electron paramagnetic resonance, chemically induced nuclear spin polarization, transient optical absorption, and external magnetic field effects on lifetimes are used to unravel the kinetics of two types of biradical, acyl-alkyl and bisalkyl, obtained from the photoinduced Norrish

  报道了液体溶液中柔性聚亚甲基双自由基的一系列光谱测量。时间分辨电子顺磁共振、化学诱导的核自旋极化、瞬态光吸收和外部磁场对寿命的影响被用来解开从光诱导的 Norrish I 型 α- 获得的两种双自由基、酰基烷基和双烷基的动力学。全甲基化环烷酮的裂解反应
• Temperature dependence of the exchange coupling in polymethylene chain biradicals: conclusions regarding the mechanism of the coupling
  作者：Malcolm D. E. Forbes、Gerhard L. Closs、Paloma Calle、Pennathur Gautam

  DOI：10.1021/j100115a050

  日期：1993.4

  Exchange interactions, J, in polymethylene biradicals with chain lengths ranging from 8 to 16 carbon atoms, have been measured as a function of temperature in hydrocarbon solvents by time-resolved electron paramagnetic resonance (TREPR) spectroscopy. Fitting the EPR spectra gives accurate J values (+/- 10%), and the chain-length dependence at a particular temperature can be modeled successfully only by using a linear combination of through-bond and through-solvent coupling mechanisms. Temperature-dependent coefficients for each mechanism are extracted from fits of the distance dependence. Through-bond contributions are found to dominate for the C-8 biradicals, while the through-solvent mechanism is the major contributor to J in the C-16 chains. For C-12 and C-14 biradicals, intermediate contributions of the two mechanisms are found. The conformational dependence of the mechanisms and the scope and limits of the model are discussed.
• Cheng,A.K. et al., Canadian Journal of Chemistry, 1977, vol. 55, p. 447 - 453
  作者：Cheng,A.K. et al.

  DOI：——

  日期：——
• Regiochemistry of the ring expansion of unsymmetrically substituted ketones involving β-hydroxyalkylselenides
  作者：A. Krief、J.L. Laboureur

  DOI：10.1016/s0040-4039(01)81038-8

  日期：1987.1

  β-hydroxyalkylselenides derived from unsymmetrically substituted ketones have been rearranged to substituted ketones in the presence of soft electrophiles such as silver tetrafluoraborate or dichlorocarbenes. Although the migration of the more substituted carbon often prevails, subtle variations have been observed depending upon the structure of the starting material and the experimental conditions

  在柔软的亲电子试剂（如四氟硼酸银或二氯卡宾）的存在下，衍生自不对称取代的酮的β-羟烷基硒化物已重排为取代的酮。尽管取代度较高的碳通常会迁移，但根据原料的结构和所用的实验条件，已观察到细微的变化。