2-acetoxy-7-methoxynaphthalene | 86539-65-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-acetoxy-7-methoxynaphthalene
• 英文别名: 7-methoxy-2-naphthyl acetate；3-Acetoxy-6-methoxynaphthalene；(7-methoxynaphthalen-2-yl) acetate
• CAS: 86539-65-3
• 化学式: C₁₃H₁₂O₃
• 分子量: 216.236
• InChiKey: UDQWFRQNZHXACX-UHFFFAOYSA-N

物化性质

• 熔点：
  125 °C(Solv: hexane (110-54-3))
• 沸点：
  349.9±15.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 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-acetoxy-7-methoxynaphthalene 在 sodium hydroxide 、 溴 、 sodium 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 7,8-dimethoxynaphthalen-2-ol
  参考文献：
  名称：

  Buisson; Royer, European Journal of Medicinal Chemistry, 1984, vol. 19, # 3, p. 249 - 253

  摘要：

  DOI：
• 作为产物：
  描述：

  2,7-二羟基萘 在 吡啶 作用下， 生成 2-acetoxy-7-methoxynaphthalene
  参考文献：
  名称：

  Fischer,O.; Hammerschmidt, Journal fur praktische Chemie (Leipzig 1954), 1916, vol. <2> 94, p. 25

  摘要：

  DOI：

文献信息

• Buisson; Lamotte; Demerseman, European Journal of Medicinal Chemistry, 1983, vol. 18, # 2, p. 169 - 174
  作者：Buisson、Lamotte、Demerseman、et al.

  DOI：——

  日期：——
• Investigation of the Photo-Fries Rearrangements of Two 2-Naphthyl Alkanoates by Experiment and Theory. Comparison with the Acid-Catalyzed Reactions
  作者：Changxing Cui、Xiaochun Wang、Richard G. Weiss

  DOI：10.1021/jo952108g

  日期：1996.1.1

  A detailed investigation of the photochemistry of a-naphthyl acetate (1a) and 2-naphthyl myristate (1b) has been conducted under a variety of conditions. Factors related to the reactions such as temperature and solvent type have been explored. The results, most easily interpreted by photo-Fries type processes, are contrasted with those from the Lewis-acid catalyzed (dark) Fries reactions of 1a. They are also compared to the predictions of semiempirical and ab initio calculations using 2-naphthyl propanoate (1c) and species derived from it as models. Unsuccessful triplet sensitization experiments with benzophenone and calculations point to the excited singlet states of 1 as the immediate precursor to the acyl/2-naphthoxy radical pairs that recombine to form keto intermediates 2, reform 1, or diffuse apart and eventually yield 2-naphthol (4); enolization of 2 results in the isolated rearrangement products, n-acyl-2-naphthols (n-3). Static and dynamic fluorescence studies provide some insights into the nature of the lysis process. Irradiation of a mixture of appropriately labeled derivatives of 1 led to none of the expected ''cross-over'' products, indicating that the intermediates 2 arise from recombination of radical pairs from the same parent molecule. Irradiation of 1b in ethanol and 1-octanol provides no evidence for the intermediacy of dodecylketene and supports out-of-cage mechanisms as the exclusive source of 4. There are indications of subtle solvent effects and a conformational dependence on the distribution of photoproducts.
• [13C]NMR study of naphthoflavones
  作者：P. Joseph-Nathan、R.L. Santillan

  DOI：10.1016/0584-8539(84)80136-1

  日期：1984.1
• Bell, Kevin H.; McCaffery, Leslie F., Australian Journal of Chemistry, 1992, vol. 45, # 8, p. 1213 - 1224
  作者：Bell, Kevin H.、McCaffery, Leslie F.

  DOI：——

  日期：——
• Molecules for intramolecular recognition. 2. Synthesis and structures of dinaphthyl- and arylnaphthylethynes.
  作者：Philippe Prince、Kevin L. Evans、Victor M. Rosas-García、Richard D. Gandour、Frank R. Fronczek

  DOI：10.1016/s0040-4039(00)79007-1

  日期：1992.10

  Three new tetrasubstituted diaryl alkynes have been prepared via palladium-catalyzed coupling of aromatic alkynes with aryl iodides. These molecules show strong absorption and fluorescence. Single crystal X-ray analysis reveals that the rings are on parallel planes.