α-(1-naphthylmethyl)-γ-butyrolactone | 111032-96-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: α-(1-naphthylmethyl)-γ-butyrolactone
• 英文别名: 3-[1]naphthylmethyl-dihydro-furan-2-one；3-[1]Naphthylmethyl-dihydro-furan-2-on；3-(Naphthalen-1-ylmethyl)oxolan-2-one
• CAS: 111032-96-3
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: BBMWCCHFKLDGKF-UHFFFAOYSA-N

物化性质

• 沸点：
  205-207 °C(Press: 6 Torr)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  3-[1]naphthylmethylene-dihydro-furan-2-one 在 甲醇 、 铂 作用下， 生成 α-(1-naphthylmethyl)-γ-butyrolactone
  参考文献：
  名称：

  Substituted γ-Lactones. I. Preparation of α-Substituted γ-Butyrolactones by Condensation of γ-Butyrolactone with Aldehydes. Hydrogenation of the Condensation Products

  摘要：

  DOI：

  10.1021/jo01083a009

文献信息

• Palladium-Catalyzed Arylation of α-Methylene-γ-butyrolactone:  3-Benzylfuran-2(5<i>H</i>)-ones vs (<i>Z</i>)-Benzylidene-γ-butyrolactones and Their Reduction to 3-Benzyl-γ-butyrolactones
  作者：Antonio Arcadi、Marco Chiarini、Fabio Marinelli、Zoltán Berente、Làszlò Kollàr

  DOI：10.1021/ol9912130

  日期：2000.1.1

  [GRAPHICS]The palladium-catalyzed arylation of the alpha-methylene-gamma-butyrolactone proceeds in good yields and may be directed toward the synthesis of 3-benzylfuran-2(5H)-ones when the starting aryl iodides contain strongly electron withdrawing groups. The combined palladium-catalyzed arylation/hydrogenation of the alpha-methylene-gamma-butyrolactone represents a new simple entry into functionalized alpha-benzyl-gamma-butyrolactones.
• Palladium-Catalysed Vinylic Substitution of Aryl/Vinyl Iodides and Triflates with α-Methylene-γ-butyrolactone − An Application to the Synthesis of 3-Alkyl-γ-Butyrolactones through Combined Palladium-Catalysed Coupling/Hydrogenation Reactions
  作者：Antonio Arcadi、Marco Chiarini、Fabio Marinelli、Zoltán Berente、László Kollár

  DOI：10.1002/1099-0690(200108)2001:16<3165::aid-ejoc3165>3.0.co;2-6

  日期：2001.8
• Substituted γ-Lactones. I. Preparation of α-Substituted γ-Butyrolactones by Condensation of γ-Butyrolactone with Aldehydes. Hydrogenation of the Condensation Products
  作者：HANS ZIMMER、JOHANNES ROTHE

  DOI：10.1021/jo01083a009

  日期：1959.1