1-(naphthalen-1-yl)heptan-1-one | 2876-59-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(naphthalen-1-yl)heptan-1-one
• 英文别名: 1-[1]naphthyl-heptan-1-one；1-[1]Naphthyl-heptan-1-on；1-Heptanoyl-naphthalin；n-Hexyl-1-naphtylketon；Hexyl 1-naphthyl ketone；1-naphthalen-1-ylheptan-1-one
• CAS: 2876-59-7
• 化学式: C₁₇H₂₀O
• mdl: MFCD18957643
• 分子量: 240.345
• InChiKey: JLJIXODDPNXFSK-UHFFFAOYSA-N

物化性质

• 沸点：
  162-168 °C(Press: 0.01-0.02 Torr)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.352
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(naphthalen-1-yl)heptan-1-one 在 sodium hydroxide 、 一水合肼 作用下， 以 二乙二醇 为溶剂， 生成 1-α-naphthylheptane
  参考文献：
  名称：

  369.物理性质和化学成分。第XLI部分。萘化合物

  摘要：

  DOI：

  10.1039/jr9650002072
• 作为产物：
  描述：

  1-(8-溴萘-1-基)庚烷-1-醇 在 palladium diacetate cesium pivalate 、 双二苯基膦甲烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以67%的产率得到1-(naphthalen-1-yl)heptan-1-one
  参考文献：
  名称：

  Benzylic C–H activation and C–O bond formation via aryl to benzylic 1,4-palladium migrations

  摘要：

  A procedure for benzylic C-H activation has been developed using a palladium 1,4-aryl to benzylic migration as a key step. Carboxylates and phenoxides readily trap the resulting benzylic palladium intermediates obtained from palladium 'through space' migration. Aryl bromides and iodides have been successfully employed in this reaction, furnishing moderate to good yields. The mechanism of this reaction has been studied by deuterium-labeling experiments, which suggest that the migration of palladium from an aryl to a benzylic position occurs reversibly. The reaction conditions developed for the migration process also oxidize the neighboring benzylic alcohols to the corresponding aldehydes and ketones. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.144

文献信息

• Palladium(0) nanoparticle-catalyzed sp2 C–H activation: a convenient route to alkyl–aryl ketones by direct acylation of aryl bromides and iodides with aldehydes
  作者：Laksmikanta Adak、Sukalyan Bhadra、Brindaban C. Ranu

  DOI：10.1016/j.tetlet.2010.05.067

  日期：2010.7

  Palladium(0) nanoparticles efficiently catalyze aliphatic aldehyde C–H functionalization by aryl halides to produce alkyl–aryl ketones in good yields. A wide range of substituted aryl and hetero-aryl bromides/iodides and open-chain aldehydes of varied chain length participated in this reaction.

  钯（0）纳米粒子可通过芳基卤化物有效催化脂肪族醛CH–H官能化，从而以高收率产生烷基–芳基酮。各种各样的取代的芳基和杂芳基溴化物/碘化物以及链长不同的开链醛都参与了该反应。
• Gold-Catalyzed Reactions of Enynals/Enynones with Norbornenes: Generation and Trapping of Cyclic<i>o</i>-Quinodimethanes (<i>o</i>-QDMs)
  作者：Shifa Zhu、Zhicai Zhang、Xiaobing Huang、Huanfeng Jiang、Zhengjiang Guo

  DOI：10.1002/chem.201300232

  日期：2013.4.8

  efficient AuIII‐catalyzed method to generate the highly reactive cyclic o‐quinodimethane (o‐QDM) species from easily available enynals or enynones is presented (see scheme). This method produced a variety of structurally unique fan‐like products with the advantages of mild reaction conditions, excellent diastereoselectivities, and high functional‐group tolerance.

  扇状结构：提出了一种有效的Au III催化方法，该方法可从容易获得的烯类或烯酮生成高反应性的环邻二喹甲烷甲烷（o- QDM）物种（请参阅方案）。该方法生产了多种结构独特的扇状产品，具有温和的反应条件，出色的非对映选择性和高官能团耐受性的优点。
• Petrow; Nefedow; Bufatin, Zhurnal Obshchei Khimii, 1959, vol. 29, p. 3901,3906
  作者：Petrow、Nefedow、Bufatin

  DOI：——

  日期：——
• CERTAIN 1-NAPHTHYL KETONES¹
  作者：LESLIE GREY NUNN、HENRY R. HENZE

  DOI：10.1021/jo01168a008

  日期：1947.7
• COMPOSITION AND POLYMER
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP2735581B1

  公开（公告）日：2021-07-14