1,6-dimethyl-3,4-dihydro-2-(1H)-naphthalenone | 190021-11-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1,6-dimethyl-3,4-dihydro-2-(1H)-naphthalenone
• 英文别名: 1,6-dimethyl-2-tetralone；1,6-Dimethyltetralon-(2)；1,6-dimethyl-3,4-dihydro-1H-naphthalen-2-one
• CAS: 190021-11-5
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: ATDFRFZRCZMGRD-UHFFFAOYSA-N

物化性质

• 沸点：
  292.3±29.0 °C(Predicted)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,6-dimethyl-1,2-epoxy-1,2,3,4-tetrahydronaphthalene 在 三氟化硼乙醚 作用下， 以 苯 为溶剂， 反应 0.05h， 以78%的产率得到1,6-dimethyl-3,4-dihydro-2-(1H)-naphthalenone
  参考文献：
  名称：

  Aromatic substituent effect on the stereoselectivity of the condensed- and gas-phase acid-induced methanolysis in 2-aryloxiranes derived from 3,4-dihydronaphthalene and trans-1,2,3,4,4a,10a-hexahydrophenanthrene bearing a tertiary benzylic oxirane nucleophilic centre

  摘要：

  The ring-opening reactions with MeOH of the title benzocondensed 2-aryl oxiranes 6 and 7a,b both in the condensed (methanolysis) and in the gas phase were examined, obtaining in all cases a good Hammett-type linear correlation. Results indicate that the secondary or tertiary nature of the benzylic oxirane carbon is not responsible for the different stereochemical behavior so far encountered in different 2-aryl oxirane systems under the same operating conditions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00209-3

文献信息

• Synthesis of 2-tetralone derivatives by Bi(OTf)3-catalyzed intramolecular hydroarylation/isomerization of propargyl alcohols
  作者：Jihee Yun、Jungmin Park、Jaehyun Kim、Kooyeon Lee

  DOI：10.1016/j.tetlet.2014.12.129

  日期：2015.2

  Compared to 1-tetralones, 2-tetralones are expensive, less stable, and difficult to synthesize. A concise Bi-catalyzed method was developed for the synthesis of 2-tetralones from 5-phenylpent-1-yn-3-ol derivatives. Diverse 2-tetralones were obtained in moderate to good yields under mild conditions. (C) 2015 Elsevier Ltd. All rights reserved.
• Albrecht,R. et al., Justus Liebigs Annalen der Chemie, 1969, vol. 725, p. 154 - 166
  作者：Albrecht,R. et al.

  DOI：——

  日期：——
• Aromatic substituent effect on the stereoselectivity of the condensed- and gas-phase acid-induced methanolysis in 2-aryloxiranes derived from 3,4-dihydronaphthalene and trans-1,2,3,4,4a,10a-hexahydrophenanthrene bearing a tertiary benzylic oxirane nucleophilic centre
  作者：Paolo Crotti、Valeria Di Bussolo、Lucilla Favero、Mauro Pineschi、Daniela Sergiampietri、Gabriele Renzi、Massimo Ricciutelli、Graziella Roselli

  DOI：10.1016/s0040-4020(97)00209-3

  日期：1997.4

  The ring-opening reactions with MeOH of the title benzocondensed 2-aryl oxiranes 6 and 7a,b both in the condensed (methanolysis) and in the gas phase were examined, obtaining in all cases a good Hammett-type linear correlation. Results indicate that the secondary or tertiary nature of the benzylic oxirane carbon is not responsible for the different stereochemical behavior so far encountered in different 2-aryl oxirane systems under the same operating conditions. (C) 1997 Elsevier Science Ltd.