2,2-Dimethyl-5-(1-phenylethyl)-1,3-dioxane-4,6-dione | 75804-53-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-Dimethyl-5-(1-phenylethyl)-1,3-dioxane-4,6-dione
• 英文别名: isopropylidene 1-phenethylmalonate
• CAS: 75804-53-4
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: HZYNWCYBKNVQJZ-UHFFFAOYSA-N

物化性质

• 熔点：
  104-105 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 沸点：
  438.3±38.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-5-(1-phenylethyl)-1,3-dioxane-4,6-dione 在 copper(II) nitrate trihydrate 、 氧气 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以95%的产率得到5-hydroperoxy-2,2-dimethyl-5-(1-phenylethyl)-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Cu(II)-Catalyzed Aerobic Hydroperoxidation of Meldrum’s Acid Derivatives and Application in Intramolecular Oxidation: A Conceptual Blueprint for O₂/H₂ Dihydroxylation

  摘要：

  Aerobic hydroperoxidation of Meldrum's acid derivatives via a Cu(II)-catalyzed process is presented. The mild reaction conditions are tolerant to pendant unsaturation allowing the formation of endoperoxides via electrophilic activation. Cleavage of the O-O bond provides 1,n-diols with differentiation of the hydroxy groups.

  DOI：

  10.1021/ol302848m
• 作为产物：
  描述：

  2,2-dimethyl-5-(1-phenylethylidene)-1,3-dioxane-4,6-dione 在 sodium hydrogen telluride 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以81%的产率得到2,2-Dimethyl-5-(1-phenylethyl)-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Huang, Xian; Xie, Linghong, Synthetic Communications, 1986, vol. 16, # 13, p. 1701 - 1708

  摘要：

  DOI：

文献信息

• Copper-catalyzed conjugate addition of grignard reagents to isopropylidene alkylidenemalonates
  作者：Xian Huang、Cheng-Chu Chan、Qian-Li Wu

  DOI：10.1016/s0040-4039(00)97536-1

  日期：1982.1

  A new method for the synthesis of isopropylidene alkylmalonates involving conjugate addition of Grignard reagents to isopropylidene alkylidenemalonates was developed.

  开发了一种新的合成异亚丙基烷基丙二酸酯的方法，该方法包括将格氏试剂共轭加到异亚丙基烷基丙二酸酯。
• Fe(HSO 4 ) 3 : An efficient, heterogeneous and reusable catalyst for C-alkylation of β-dicarbonyl compounds
  作者：SAMANEH KHAFAJEH、BATOOL AKHLAGHINIA、SOODABEH REZAZADEH、HOSSEIN ESHGHI

  DOI：10.1007/s12039-014-0630-z

  日期：2014.11

  Fe(HSO4)3(FHS) was used as an efficient catalyst for the heterogeneous addition of a series of benzylic and allylic alcohols to various β-dicarbonyl compounds, which afforded moderate to excellent yields of C-alkylated products in 1,2-dichloroethane. In comparison with the previous methods, the present research surprisingly exhibited higher reaction yields without formation of any by-products which could be formed by self-condensation of alcohols. Moreover, the catalyst can be readily recovered and reused up to five times with almost maintained reactivity and yields.

  将 Fe(HSO4)3(FHS)作为一种高效催化剂，用于将一系列苄醇和烯丙醇与各种 β-二羰基化合物进行异相加成，在 1,2 二氯乙烷中可获得中等至极好产率的 C-烷基化产物。与之前的方法相比，本研究出人意料地显示出更高的反应产率，且不会形成任何副产物，而副产物可能是由醇自缩合形成的。此外，该催化剂可随时回收并重复使用五次，反应活性和产率几乎保持不变。
• Probing Persistent Intramolecular C−H···X (X = O, S, Br, Cl, and F) Bonding in Solution Using Benzyl Meldrum’s Acid Derivatives
  作者：Eric Fillion、Ashraf Wilsily、Dan Fishlock

  DOI：10.1021/jo802311w

  日期：2009.2.6

  Persistent intramolecular interactions between acidic C−H hydrogens and a variety of acceptors (X) (X = O, S, Br, Cl, and F) in solution were probed by 1H NMR experiments, using 5-benzyl Meldrum’s acid derivatives. To bring about formation of intramolecular C−H···X bonding, ortho-substituted benzyl Meldrum’s acids were designed, for which hydrogen bonding occurred through a six-membered ring. Introduction

  酸性CHH氢与溶液中各种受体（X）（X = O，S，Br，Cl和F）之间的持久分子内相互作用通过1 H NMR实验使用5-苄基Meldrum的酸衍生物进行探测。为了形成分子内CH键·X键，设计了邻位取代的苄基麦德鲁姆酸，通过六元环进行氢键键合。在芳族部分上和在系链中引入取代基允许电子和空间因素的变化。麦德鲁姆酸的优越酸度影响了CH氢参与非经典CH-··X键的能力，并结合了空间位阻因子A 1,3，推动了苄基麦德鲁姆酸的构象性质。-烯丙基菌株。通过表征固态的苄基麦德鲁姆酸，通过X射线分析以及与溶液中观察到的相关构象，可以进一步了解分子内C-H···X键。
• Polarizing plate composition, polarizing plate protective film, polarizer, polarizing plate, and liquid crystal display device
  申请人：FUJIFILM Corporation

  公开号：US10254456B2

  公开（公告）日：2019-04-09

  A polarizing plate composition, a polarizing plate protective film, a polarizer, a polarizing plate, and a liquid crystal display device contain a compound represented by the following Formula (I). In Formula (I), R represents a specific substituent, and each of EWG1 and EWG2 represents an electron-withdrawing group. EWG1 and EWG2 may form a ring by being bonded to each other. Here, there is no such case where EWG1 and EWG2 become the following group by being bonded to each other and form a ring by being bonded to a carbon atom substituted with R. Each of Rx and Ry represents a hydrogen atom or a substituent. * represents a position of bonding to a carbon atom substituted with R.

  一种偏光板组合物、偏光板保护膜、偏光板、偏光板和液晶显示装置含有下式 (I) 所代表的化合物。 在式（I）中，R 代表一个特定的取代基，EWG1 和 EWG2 分别代表一个抽电子基团。EWG1 和 EWG2 可通过相互键合形成一个环。在此，不存在 EWG1 和 EWG2 通过相互键合而成为下一个基团，并通过与被 R 取代的碳原子键合而形成环的情况。 Rx 和 Ry 各自代表氢原子或取代基。* 代表与被 R 取代的碳原子成键的位置。
• Haslego, Mark L.; Smith, Francis X., Synthetic Communications, 1980, vol. 10, # 6, p. 421 - 428
  作者：Haslego, Mark L.、Smith, Francis X.

  DOI：——

  日期：——