5-methyl-2-(phenylmethoxy)-1,3-benzenedicarboxaldehyde | 167962-66-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-methyl-2-(phenylmethoxy)-1,3-benzenedicarboxaldehyde
• 英文别名: 5-Methyl-2-phenylmethoxybenzene-1,3-dicarbaldehyde
• CAS: 167962-66-5
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: HUQZOTYPGSCLER-UHFFFAOYSA-N

物化性质

• 沸点：
  438.3±45.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methyl-2-(phenylmethoxy)-1,3-benzenedicarboxaldehyde 在 碘 、 potassium carbonate 、 三氟乙酸 作用下， 以 二甲基亚砜 为溶剂， 反应 32.0h， 生成 5,5’-[2-(benzyloxy)-5-methyl-1,3-phenylene]bis[2-(3,4,5-trimethoxyphenyl)]-1,3,4-oxadiazole
  参考文献：
  名称：

  Two are better than one - Synthesis of novel blue and green emissive hydroxy-oxadiazoles

  摘要：

  DOI：

  10.1016/j.dyepig.2021.109927
• 作为产物：
  描述：

  溴甲苯 在 manganese(IV) oxide 、 potassium carbonate 、 potassium iodide 作用下， 以 氯仿 、 丙酮 为溶剂， 反应 24.0h， 生成 5-methyl-2-(phenylmethoxy)-1,3-benzenedicarboxaldehyde
  参考文献：
  名称：

  Two are better than one - Synthesis of novel blue and green emissive hydroxy-oxadiazoles

  摘要：

  DOI：

  10.1016/j.dyepig.2021.109927

文献信息

• Synthese und Polymerisation von 2-Aryl-5-methylen-1,3-dioxolan-4-onen und Arylbis(5-methylen-1,3-dioxolan-2-yl-4-on)en
  作者：F. Zeuner、N. Moszner、V. Rheinberger

  DOI：10.1002/prac.199533701102

  日期：——
• Reaction of Lys-Tyr-Lys Triad Mimics with Benzylpenicillin: Insight into the Role of Tyr150 in Class C β-Lactamase
  作者：Yoko Kato-Toma、Masaji Ishiguro

  DOI：10.1016/s0960-894x(01)00168-8

  日期：2001.5

  Small and simple molecules mimicking a Lys-Tyr-Lys triad and some 'mutant' derivatives were designed and synthesized. These compounds react with benzypenicillin in water (75 mM phosphate buffer, pH 7), apparently through general base assistance by the phenolic moiety. Class C beta -lactamase has a Lys-Tyr-Lys triad in its active site, and our finding gives some insight into the role of this triad in the enzymatic beta -lactam hydrolysis mechanism. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Water-Soluble Class C β-Lactamase Catalytic Residue Mimic: Effect of Proximally Positioned Functional Groups on their pKa Values
  作者：Yoko Kato-Toma、Seiichi Imajo、Masaji Ishiguro

  DOI：10.1016/s0040-4039(97)10486-5

  日期：1998.1

  Molecules mimicing class C beta-lactamase catalytic residues were synthesized to study the effect of proximal positioning of serine, lysine and tyrosine side chains on their pKa values. The three amino acid side chains were mimicked by hydroxymethyl group, alkyl ammonium group and phenol which were linked by a short skeleton to ensure interaction among these functionalities. Comparison of the mimics in water showed a phenolic pKa decrease of up to 3.6 units. The finding supports the possible role of tyrosine as a general acid/base catalyst in acylation of class C beta-lactamase. (C) 1997 Elsevier Science Ltd. All rights reserved.