6-methoxyacenaphthene-5-carbaldehyde | 1241980-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-methoxyacenaphthene-5-carbaldehyde
• 英文别名: 6-methoxy-1,2-dihydroacenaphthylene-5-carbaldehyde
• CAS: 1241980-80-2
• 化学式: C₁₄H₁₂O₂
• 分子量: 212.248
• InChiKey: RCURDDCIQJJHQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methoxyacenaphthene-5-carbaldehyde 、 丙二腈 在 哌啶 作用下， 以 乙腈 为溶剂， 以89%的产率得到[(6-methoxyacenaphthen-5-yl)methylidene]malononitrile
  参考文献：
  名称：

  peri-hydroxy acenaphthoyl compounds

  摘要：

  Reactions of peri-hydroxyacenaphthaldehyde and its O-methyl derivative with amines, aryl methyl ketones, and malononitrile gave the corresponding Schiff bases, chalcones, and arylidenemalononitrile. The latter underwent heterocyclization on heating in trifluoroacetic acid to produce 2-oxoacenaphtho[5,6-bc]-oxepine-3-carbonitrile. The condensation of 5-acetyl-6-hydroxyacenaphthene with aromatic aldehydes afforded chalcones, their mixtures with heterocyclization products, or 2-arylacenaphtho[5,6-bc]oxepin-4-one, depending on the substituent in the aromatic ring.

  DOI：

  10.1134/s1070428010030061
• 作为产物：
  描述：

  6-hydroxyacenaphthene-5-carbaldehyde 、 碘甲烷 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 以56%的产率得到6-methoxyacenaphthene-5-carbaldehyde
  参考文献：
  名称：

  Structure of peri-hydroxy- and peri-methoxy-substituted aldehydes and ketones according to spectral data and quantum-chemical calculations

  摘要：

  The structure of peri-hydroxy- and peri-methoxy-substituted aldehydes and ketones of the naphthalene, acenaphthene, and acenaphthylene series and the nature of intramolecular interactions between the peri-substituents therein were determined by spectral (IR, UV, 1H NMR), X-ray diffraction, and quantum-chemical methods.

  DOI：

  10.1134/s1070428010010094