3-(naphthalen-2-yl)-3,4-dihydro-1H-2-benzopyran-1-one | 83640-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(naphthalen-2-yl)-3,4-dihydro-1H-2-benzopyran-1-one
• 英文别名: 3-(naphthalen-2-yl)-3,4-dihydro-1H-isochromen-1-one；3-(2-naphthyl)-3,4-dihydroisocoumarin；3-Naphthalen-2-yl-3,4-dihydroisochromen-1-one
• CAS: 83640-60-2
• 化学式: C₁₉H₁₄O₂
• 分子量: 274.319
• InChiKey: VUSFXZUCQZAVEC-UHFFFAOYSA-N

物化性质

• 熔点：
  136-137 °C(Solv: methanol (67-56-1))
• 沸点：
  492.5±44.0 °C(Predicted)
• 密度：
  1.235±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(2-羟基-1,1-二甲基乙基)-2-甲基-苯甲酰胺 在 正丁基锂 、 氯化亚砜 作用下， 反应 2.0h， 生成 3-(naphthalen-2-yl)-3,4-dihydro-1H-2-benzopyran-1-one
  参考文献：
  名称：

  Synthesis of 3-aryl-3,4-dihydroisocoumarins

  摘要：

  DOI：

  10.1021/jo00208a020

文献信息

• Titanocene(III) chloride mediated radical-induced synthesis of 3,4-dihydroisocoumarins: synthesis of (±)-hydrangenol, (±)-phyllodulcin, (±)-macrophyllol and (±)-thunberginol G
  作者：Samir Kumar Mandal、Subhas Chandra Roy

  DOI：10.1016/j.tet.2008.09.075

  日期：2008.12

  A radical-promoted synthesis of 3,4-dihydroisocoumarins has been achieved in moderate to good yields using titanocene(III) chloride (Cp2TiCl) as the radical initiator. The total synthesis of four naturally occurring dihydrocoumarins hydrangenol, phyllodulcin, macrophyllol and thunberginol G has been accomplished using the radical technology. Cp2TiCl was prepared in situ from commercially available titanocene dichloride (Cp2TiCl2) and Zn-dust in THF under argon. (C) 2008 Elsevier Ltd. All rights reserved.
• Khan, Zulfiqar Ali; Rama, Nasim Hasan; Hussain, Muhammad Tahir, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 8, p. 1322 - 1327
  作者：Khan, Zulfiqar Ali、Rama, Nasim Hasan、Hussain, Muhammad Tahir、Khan, Gul Shahzada

  DOI：——

  日期：——
• Radical-mediated synthesis of 3,4-dihydroisocoumarins: total synthesis of hydrangenol
  作者：Samir Kumar Mandal、Subhas Chandra Roy

  DOI：10.1016/j.tetlet.2007.03.172

  日期：2007.6

  A radically promoted synthesis of 3,4-dihydroisocoumarins has been achieved in moderate to good yields using titanocene(III) chloride (Cp2TiCl) as the radical initiator. The total synthesis of (+/-)-hydrangenol has been completed using this radical technology. Cp2TiCl was prepared in situ from commercially available titanocene dichloride (Cp2TiCl2) and Zn-dust in THF under argon. (c) 2007 Elsevier Ltd. All rights reserved.
• Teitei, Tsutomu, Australian Journal of Chemistry, 1982, vol. 35, # 6, p. 1231 - 1235
  作者：Teitei, Tsutomu

  DOI：——

  日期：——
• TEITEI, TSUTOMU, AUSTRAL. J. CHEM., 1982, 35, N 6, 1231-1235
  作者：TEITEI, TSUTOMU

  DOI：——

  日期：——