2,3,4,5-tetrahydro-7-phenyloxepin | 124878-48-4

• 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: 2,3,4,5-tetrahydro-7-phenyloxepin
• 英文别名: 7-Phenyl-2,3,4,5-tetrahydrooxepine
• CAS: 124878-48-4
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: RGIJLUHGFNDYMU-UHFFFAOYSA-N

物化性质

• 沸点：
  292.5±30.0 °C(Predicted)
• 密度：
  1.020±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3,4,5-tetrahydro-7-phenyloxepin 在 oxonium 作用下， 生成 5-羟基戊基苯基酮
  参考文献：
  名称：

  Titanocene(II)-Promoted Olefination of ω,ω-Bis(phenylthio)alkyl Alkanoates. A New Method for the Preparation of ω-Hydroxy Ketones

  摘要：

  Intramolecular olefination of esters having a thioacetal moiety was studied. The treatment of omega,omega-bis(phenylthio)alkyl alkanoates with Cp2Ti[P(OEt)(3)](2) and the following hydrolysis gave omega-hydroxy ketones in good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01091-1
• 作为产物：
  描述：

  5,5-bis(phenylthio)pentyl benzoate 在 Cp2Ti(P(OEt)3)2 作用下， 以 四氢呋喃 为溶剂， 以32%的产率得到2,3,4,5-tetrahydro-7-phenyloxepin
  参考文献：
  名称：

  Titanocene(II)-Promoted Olefination of ω,ω-Bis(phenylthio)alkyl Alkanoates. A New Method for the Preparation of ω-Hydroxy Ketones

  摘要：

  Intramolecular olefination of esters having a thioacetal moiety was studied. The treatment of omega,omega-bis(phenylthio)alkyl alkanoates with Cp2Ti[P(OEt)(3)](2) and the following hydrolysis gave omega-hydroxy ketones in good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01091-1

文献信息

• Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O–H and N–H Additions
  作者：Jeff P. Costello、Eric M. Ferreira

  DOI：10.1021/acs.orglett.9b03557

  日期：2019.12.20

  The steric and electronic drivers of regioselectivity in platinum-catalyzed intramolecular hydroalkoxylation are elucidated. A branch point is found that divides the process between 5-exo and 6-endo selective processes, and enol ethers can be accessed in good yields for both oxygen heterocycles. The main influence arises from an electronic effect, where the alkyne substituent induces a polarization

  阐明了铂催化的分子内加氢烷氧基化中区域选择性的空间和电子驱动因素。发现了一个分支点，该分支点将过程分为 5-exo 和 6-endo 选择性过程，并且对于两种氧杂环都可以以良好的产率获得烯醇醚。主要影响来自电子效应，其中炔烃取代基诱导炔烃极化，从而导致杂原子优先攻击更缺电子的碳。在其他情况下研究电子效应，包括加氢酰氧基化和加氢胺化，尽管没有统一观察到，但方向性的类似趋势占主导地位。
• Synthesis of medium size rings containing oxygen and sulfur by ring expansion of halodioxolanes, dioxanes and oxathiolanes
  作者：James J. De Voss、Zhihua Sui

  DOI：10.1016/0040-4039(94)88159-6

  日期：1994.1

  Ring expansion of the readily available cyclic haloketals and halo-O,S-ketals provides a versatile method for the synthesis of medium rings containing sulfur and/or oxygen atoms.

  容易获得的环状卤代烃和卤素-O，S-缩酮的扩环为合成含硫和/或氧原子的中环提供了一种通用的方法。
• Tsushima, Kazunori; Araki, Katsumi; Murai, Akio, Chemistry Letters, 1989, p. 1313 - 1316
  作者：Tsushima, Kazunori、Araki, Katsumi、Murai, Akio

  DOI：——

  日期：——
• TSUSHIMA, KAZUNORI;ARAKI, KATSUMI;MURAI, AKIO, CHEM. LETT.,(1989) N, C. 1313-1316
  作者：TSUSHIMA, KAZUNORI、ARAKI, KATSUMI、MURAI, AKIO

  DOI：——

  日期：——
• Titanocene(II)-Promoted Olefination of ω,ω-Bis(phenylthio)alkyl Alkanoates. A New Method for the Preparation of ω-Hydroxy Ketones
  作者：Md.Abdur Rahim、Tooru Fujiwara、Takeshi Takeda

  DOI：10.1016/s0040-4020(99)01091-1

  日期：2000.1

  Intramolecular olefination of esters having a thioacetal moiety was studied. The treatment of omega,omega-bis(phenylthio)alkyl alkanoates with Cp2Ti[P(OEt)(3)](2) and the following hydrolysis gave omega-hydroxy ketones in good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.