(3,4-dimethoxyphenyl) 2-propenyl ketone | 143897-03-4

• 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: (3,4-dimethoxyphenyl) 2-propenyl ketone
• 英文别名: 1-(3,4-dimethoxyphenyl)-2-methylprop-2-en-1-one；1-(3,4-Dimethoxyphenyl)-2-methylprop-2-en-1-one
• CAS: 143897-03-4
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: GTARNAHBSREUJF-UHFFFAOYSA-N

物化性质

• 沸点：
  321.7±42.0 °C(Predicted)
• 密度：
  1.047±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  (3,4-dimethoxyphenyl) 2-propenyl ketone 、 2-重氮丙烷 以 乙醚 为溶剂， 以67%的产率得到3-(3,4-dimethoxybenzoyl)-3,5,5-trimethyl-1-pyrazoline
  参考文献：
  名称：

  Intramolecular triplet energy transfer in ester-linked bichromophoric azoalkanes and naphthalenes

  摘要：

  The photophysics of a series of compounds has been studied wherein a triplet sensitizer such as benzophenone (BB) or thioxanthone (TH) is linked via an ester group to an azoalkane such as 3,3,5,5-tetramethyl-1-pyrazoline (PY) or 2,3-diazabicyclo-[2.2.2]oct-2-ene (DBO). The observation of phosphorescence from the sensitizer moiety in a frozen glass and triplet lifetime measurements in solution show that intramolecular triplet energy transfer (ET) can be remarkably slow. Model compounds in which naphthalene replaces the azo group behave normally, exhibiting complete and rapid intramolecular ET. Despite the small size of the azo group, its critical radius, R0, for intermolecular ET in a frozen glass is comparable to that of naphthalene. When the donor and azo chromophores are closely linked by alkyl groups, ET is very rapid. No phosphorescence or T-T absorption of the azo group could be detected, but quenching experiments show that the triplet lifetime of cyclic azoalkanes is much shorter than their singlet lifetime.

  DOI：

  10.1021/j100198a011
• 作为产物：
  描述：

  1-(3,4-dimethoxyphenyl)-2-methyl-2-propen-1-ol 在 chromium(VI) oxide 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以57%的产率得到(3,4-dimethoxyphenyl) 2-propenyl ketone
  参考文献：
  名称：

  Intramolecular triplet energy transfer in ester-linked bichromophoric azoalkanes and naphthalenes

  摘要：

  The photophysics of a series of compounds has been studied wherein a triplet sensitizer such as benzophenone (BB) or thioxanthone (TH) is linked via an ester group to an azoalkane such as 3,3,5,5-tetramethyl-1-pyrazoline (PY) or 2,3-diazabicyclo-[2.2.2]oct-2-ene (DBO). The observation of phosphorescence from the sensitizer moiety in a frozen glass and triplet lifetime measurements in solution show that intramolecular triplet energy transfer (ET) can be remarkably slow. Model compounds in which naphthalene replaces the azo group behave normally, exhibiting complete and rapid intramolecular ET. Despite the small size of the azo group, its critical radius, R0, for intermolecular ET in a frozen glass is comparable to that of naphthalene. When the donor and azo chromophores are closely linked by alkyl groups, ET is very rapid. No phosphorescence or T-T absorption of the azo group could be detected, but quenching experiments show that the triplet lifetime of cyclic azoalkanes is much shorter than their singlet lifetime.

  DOI：

  10.1021/j100198a011

文献信息

• Photochemical Desaturation and Epoxidation with Oxygen by Sequential Flavin Catalysis
  作者：Alexandra Walter、Wolfgang Eisenreich、Golo Storch

  DOI：10.1002/anie.202310634

  日期：2023.10.16

  flavoenzymes mediate mechanistically unrelated transformations such as desaturations and epoxidations with oxygen from air. We disclose the combination of both activities in a sequential fashion using molecular flavin catalysts in the organic laboratory. Our protocol consists of initial photochemical desaturation of silyl enol ethers and subsequent α,β-epoxyketone formation with molecular oxygen.

  在自然界中，黄素酶介导机械上不相关的转化，例如与空气中的氧气的去饱和和环氧化。我们公开了在有机实验室中使用分子黄素催化剂以连续方式组合这两种活性。我们的方案包括甲硅烷基烯醇醚的初始光化学去饱和和随后与分子氧形成 α,β-环氧酮。