2-(2,3-dimethoxyphenyl)-cyclohexanone | 89756-87-6

• 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-(2,3-dimethoxyphenyl)-cyclohexanone
• 英文别名: 2-(2,3-dimethoxy-phenyl)-cyclohexanone；2-(2,3-Dimethoxy-phenyl)-cyclohexanon；2-(2,3-Dimethoxyphenyl)cyclohexan-1-one
• CAS: 89756-87-6
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: WAOTZOVPGYFGBU-UHFFFAOYSA-N

物化性质

• 熔点：
  67-68.5 °C
• 沸点：
  210 °C(Press: 1.7 Torr)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2,3-dimethoxyphenyl)-cyclohexanone 在 吡啶 、 溴 作用下， 生成 2-(2,3-dimethoxyphenyl)cyclohex-2-en-1-one
  参考文献：
  名称：

  560.吗啡系列中的合成。第二部分 取代的六氢联苯及相关主题

  摘要：

  DOI：

  10.1039/jr9510002524
• 作为产物：
  描述：

  6-(2,3-dimethoxy-phenyl)-cyclohex-3-enone 在 palladium on activated charcoal 氢气 作用下， 以56%的产率得到2-(2,3-dimethoxyphenyl)-cyclohexanone
  参考文献：
  名称：

  环烷酮的不对称还原胺化，第 7 版。顺式 1R、2R- 和顺式 1S、2S-2-芳基环己胺的不对称合成

  摘要：

  旋光顺式 - 2 - 芳基环己胺 4 的不对称合成分为三步：通过外消旋 2 - 芳基环己酮 1 与手性辅助胺 R - (+) - 或 S - (-) - 1- 的缩合反应苯乙胺，形成亚胺 得到异构体 2 的混合物，在 Raney 镍上氢化后，产生单个顺式配置的仲胺 3。Pd / C 上的氢解导致光学活性伯顺- 2 - 芳基环己胺 4。 相对构型以及构象由 1 H NMR 光谱确定，在 CD 光谱的帮助下，高度对映体纯化合物 4 的绝对构型。

  DOI：

  10.1002/ardp.19893220402

文献信息

• Preparation and reactivity of ν6-veratrolemanganese tricarbonyl tetrafluoroborate
  作者：A.J. Pearson、I.C. Richards

  DOI：10.1016/s0022-328x(00)99267-2

  日期：1983.11

  Reaction of pentacarbonylmanganese tetrafluoroborate with veratrole (1,2-dimethoxybenzene) affords η6-veratrolemanganese tricarbonyl tetrafluoroborate in 66% yields. This complex does not react satisfactorily with alkyllithium compounds, but it does undergo highly regioselective reaction with the lithium enolate of cyclohexanone, ortho to the MeO substituent. The product was converted to 2-(2,3-di

  pentacarbonylmanganese四氟硼酸盐的反应用藜芦醚（1,2-二甲氧基苯），得到η 6 -veratrolemanganese三羰基四氟硼酸盐在66％的产率。该络合物不能令人满意地与烷基锂化合物反应，但是它确实与邻己二烯取代基的环己酮的烯醇锂发生高度的区域选择性反应。将该产物转化为2-（2，3-二甲氧基苯基）环己酮，从而提供了新颖且独特的方法用于对Veratrole进行区域选择性官能化。类似地，制备了苯甲醚锰三羰基四氟硼酸酯和4-溴钼铁锰锰三羰基四氟硼酸酯，并检查了它们与烯醇式亲核试剂的反应性。
• Bergmann et al., Journal of the Chemical Society, 1950, p. 1369
  作者：Bergmann et al.

  DOI：——

  日期：——
• STUDIES ON THE NEF REACTION. I. THE SYNTHESIS OF 6-PHENYL-2- AND 3-CYCLOHEXEN-1-ONES AND 2-PHENYLCYCLOHEXANONES
  作者：W. C. WILDMAN、R. B. WILDMAN

  DOI：10.1021/jo01138a011

  日期：1952.4
• Analysis of the local conformation of proteins with two-dimensional fluorescence techniques
  作者：A. Brockhinke、R. Plessow、P. Dittrich、K. Kohse-Höinghaus

  DOI：10.1007/s003400000384

  日期：2000.11

  Two 2D fluorescence techniques are described which allow the study of conformational changes in proteins in their native form in muM solutions using aromatic amino acids (tryptophan, tyrosine) as intrinsic fluorescence markers. Simultaneous time- and wavelength-resolved fluorescence spectra are measured using a 80 ps laser source in conjunction with streak detection in the exit plane of an astigmatism-corrected spectrometer. This approach allows identification of different photophysical processes by their associated lifetime and spectral intensity distribution; errors due to the more common integration over a wider spectral range are avoided. Time-resolved spectra are sensitive to changes in the collisional environment (dynamic quenching) and can thus be used to monitor local conformation changes close to the respective fluorophors. This is demonstrated for the Ras protein which undergoes a drastic conformation change while binding to different nucleotides.Excitation-emission spectra are two-dimensional fluorescence images with one axis corresponding to the excitation and the other to the emission wavelength. Thus, they contain all conventional excitation and fluorescence spectra of a given substance. The 2D structure facilitates the interpretation of these spectra and allows the direct identification of resonance effects, scattering and the isolation of the contribution of different fluorophors to the complete spectrum. This is demonstrated for mixtures of tyrosine and tryptophan, In this case, both wavelength-resolved spectra and temporal decays are affected by energy transfer processes between the two amino acids.In a last example, both static and time-resolved spectral methods are combined to determine the respective contribution of static and dynamic quenching in calsequestrin. Evaluation of the fluorescence data is in good agreement with a recent crystallographic analysis which shows that all tryptophans are located in a conserved domain of the protein. Addition of Ca2+ ions leads to a more compact form of calse-questrin and to polymers. This information would not be obtainable from either of the two techniques alone.
• NACHTSHEIM, CORINA M.;FRAHM, AUGUST W., ARCH. PHARM., 322,(1989) N, C. 187-197
  作者：NACHTSHEIM, CORINA M.、FRAHM, AUGUST W.

  DOI：——

  日期：——