2-(4-methylpent-3-enil)-2,7-dimethylchromane | 1220696-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(4-methylpent-3-enil)-2,7-dimethylchromane
• 英文别名: 2,7-Dimethyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromene；2,7-dimethyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromene
• CAS: 1220696-68-3
• 化学式: C₁₇H₂₄O
• 分子量: 244.377
• InChiKey: FUAIGBWTSJCPRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  香叶醇 、 间甲酚 在 aluminum 12-molybdatophosphate 作用下， 以 正己烷 为溶剂， 反应 5.0h， 生成 2-(4-methylpent-3-enil)-2,5-dimethylchromane 、 3-methyl-4-[(2E,6Z)-3-methylocta-2,6-dienyl]phenol 、 2-(4-methylpent-3-enil)-2,7-dimethylchromane 、 cannabigerorcin 、 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3-methylphenol
  参考文献：
  名称：

  Synthesis and characterization of copper and aluminum salts of H3PMo12O40 for their use as catalysts in the eco-friendly synthesis of chromanes

  摘要：

  Acid catalysts based on aluminum (or copper) salts of molybdophosphoric acid (H3PMo12O40) were prepared. They were synthesized from a heteropolyacid solution to which Al-2(SO4)(3), Al2O(CH3COO)(4) or CuSO4 was added. The obtained salts were texturally characterized and a low specific surface area, between 1 and 9 m(2)/g, was observed. The analysis of the prepared salts by ICP-AES spectrometry indicated that the molar content of Mo and P was that corresponding to the anion [PMo12O40](3-). The presence of undegraded Keggin structure was confirmed by XRD, FT-IR, DRS and P-31 MAS-NMR. The catalyst acidity was measured by means of potentiometric titration with a solution of n-butylamine in acetonitrile and by temperature-programmed desorption of pyridine. The AlPMo12O40 salt (from sulfate), which at 5 h of reaction showed the highest conversion of in-cresol (98%) and 75% and 25% selectivity to chromane 4 and 3, respectively, presented the highest total acidity and, simultaneously, acid sites with maximum acid strength very high. On the other hand, Cu0.5H2PMo12O40 catalysts at 5 h of reaction showed lower conversion of m-cresol than the former salt (90%) and also lower selectivity to chromane 4 and 3(37% and 10%, respectively). In the latter case also 43% of open-chain compounds were observed. With the other salts, Al0.5H1.5PMo12O40, Cu-3(PMo12O40)(2) and AlPMo12O40 (from Al2O(CH3COO)(4)), only the reaction intermediaries, open-chain compounds, were obtained because these salts presented low total acidity and acid sites with maximum acid strength very low. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2009.12.029

文献信息

• Synthesis and characterization of copper and aluminum salts of H3PMo12O40 for their use as catalysts in the eco-friendly synthesis of chromanes
  作者：Daniela S. Mansilla、M. Rosario Torviso、Elba N. Alesso、Patricia G. Vázquez、Carmen V. Cáceres

  DOI：10.1016/j.apcata.2009.12.029

  日期：2010.3.1

  Acid catalysts based on aluminum (or copper) salts of molybdophosphoric acid (H3PMo12O40) were prepared. They were synthesized from a heteropolyacid solution to which Al-2(SO4)(3), Al2O(CH3COO)(4) or CuSO4 was added. The obtained salts were texturally characterized and a low specific surface area, between 1 and 9 m(2)/g, was observed. The analysis of the prepared salts by ICP-AES spectrometry indicated that the molar content of Mo and P was that corresponding to the anion [PMo12O40](3-). The presence of undegraded Keggin structure was confirmed by XRD, FT-IR, DRS and P-31 MAS-NMR. The catalyst acidity was measured by means of potentiometric titration with a solution of n-butylamine in acetonitrile and by temperature-programmed desorption of pyridine. The AlPMo12O40 salt (from sulfate), which at 5 h of reaction showed the highest conversion of in-cresol (98%) and 75% and 25% selectivity to chromane 4 and 3, respectively, presented the highest total acidity and, simultaneously, acid sites with maximum acid strength very high. On the other hand, Cu0.5H2PMo12O40 catalysts at 5 h of reaction showed lower conversion of m-cresol than the former salt (90%) and also lower selectivity to chromane 4 and 3(37% and 10%, respectively). In the latter case also 43% of open-chain compounds were observed. With the other salts, Al0.5H1.5PMo12O40, Cu-3(PMo12O40)(2) and AlPMo12O40 (from Al2O(CH3COO)(4)), only the reaction intermediaries, open-chain compounds, were obtained because these salts presented low total acidity and acid sites with maximum acid strength very low. (C) 2010 Elsevier B.V. All rights reserved.