2-Methyl-2-(3-oxo-butyl)-3,4-dihydro-2H-naphthalen-1-one | 220784-64-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-Methyl-2-(3-oxo-butyl)-3,4-dihydro-2H-naphthalen-1-one
• 英文别名: 2-Methyl-2-(3-oxobutyl)-3,4-dihydronaphthalen-1-one
• CAS: 220784-64-5
• 化学式: C₁₅H₁₈O₂
• 分子量: 230.307
• InChiKey: VCAHBQDDJYLELY-UHFFFAOYSA-N

物化性质

• 沸点：
  356.5±11.0 °C(Predicted)
• 密度：
  1.052±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Methyl-2-(3-oxo-butyl)-3,4-dihydro-2H-naphthalen-1-one 在 吡啶 、 sodium hydroxide 、 四氯化钛 、 锌 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 生成 (S,S)-(-)-syn-10a,10a'-dimethyl-1,1',9,9',10,10',10a,10a'-octahydro-3,3'-bi-(2H)-phenanthrylidene
  参考文献：
  名称：

  Enthalpy and Entropy of Conjugative Interaction in a Nearly Coplanar Styrene and Cinnamyl Radical

  摘要：

  Conjugative interaction in styrenes designed to constrain the dihedral angle between the planes of the phenyl and olefinic groups near to coplanarity (21 degrees by X-ray) is greater by 0.7 kcal mol(-1) than that in a styrene in which the phenyl group is unconstrained (ad libitum) (-35 degrees by MM2 molecular mechanical calculation). Conjugative interaction in a cinnamyl radical similarly constrained to maintain the phenyl and allyl moieties nearly coplanar (15 degrees by MM2) is greater by 1.1 kcal mol(-1) than in a cinnamyl radical in which the phenyl group is ad libitum. Efforts to separate the contribution of pi-electron delocalization from the nonbonded steric factor by employing MM2 calculations proved quantitatively unsatisfactory.

  DOI：

  10.1021/ja983088d
• 作为产物：
  描述：

  3,4-二氢-1(2H)-萘酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 、 五羰基铁 、 1,5-二氮杂双环[4.3.0]壬-5-烯 作用下， 以 乙醇 、 苯 为溶剂， 反应 22.0h， 生成 2-Methyl-2-(3-oxo-butyl)-3,4-dihydro-2H-naphthalen-1-one
  参考文献：
  名称：

  Enthalpy and Entropy of Conjugative Interaction in a Nearly Coplanar Styrene and Cinnamyl Radical

  摘要：

  Conjugative interaction in styrenes designed to constrain the dihedral angle between the planes of the phenyl and olefinic groups near to coplanarity (21 degrees by X-ray) is greater by 0.7 kcal mol(-1) than that in a styrene in which the phenyl group is unconstrained (ad libitum) (-35 degrees by MM2 molecular mechanical calculation). Conjugative interaction in a cinnamyl radical similarly constrained to maintain the phenyl and allyl moieties nearly coplanar (15 degrees by MM2) is greater by 1.1 kcal mol(-1) than in a cinnamyl radical in which the phenyl group is ad libitum. Efforts to separate the contribution of pi-electron delocalization from the nonbonded steric factor by employing MM2 calculations proved quantitatively unsatisfactory.

  DOI：

  10.1021/ja983088d