2-phenyl-4,4-dimethyl-1,3-dioxolane | 52129-02-9

• 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-phenyl-4,4-dimethyl-1,3-dioxolane
• 英文别名: 4,4-Dimethyl-2-phenyl-1,3-dioxolane；4,4-dimethyl-2-phenyl-[1,3]dioxolane；2-Phenyl-4,4-dimethyl-1,3-dioxolan；4,4-Dimethyl-2-phenyl-1,3-dioxolan
• CAS: 52129-02-9
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: RIZPURMDNMLOLQ-UHFFFAOYSA-N

物化性质

• 沸点：
  246.0±25.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-phenyl-4,4-dimethyl-1,3-dioxolane 生成 4,4-Dimethyl-2-phenyl-[1,3]dioxolane
  参考文献：
  名称：

  Kinetic applications of electron paramagnetic resonance spectroscopy. 38. Rearrangement of .beta.-(acyloxy)alkyl and .beta.-(benzoyloxy)alkyl radicals

  摘要：

  DOI：

  10.1021/ja00380a014
• 作为产物：
  描述：

  2-甲基-1,2-丙二醇 、 苯甲醛 在 磷酸二苯酯 作用下， 以 甲苯 为溶剂， 生成 2-phenyl-4,4-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  催化不对称缩合

  摘要：

  在僵化的情况下：在醛的酸催化乙缩醛的不对称形式中，手性约束布朗斯台德酸家族的新型成员显着优于以前建立的催化剂，提供了具有出色对映选择性的环状环状缩醛（见方案; Ar = 2- i Pr- 5-MeC 6 H 3）。

  DOI：

  10.1002/anie.201300120

文献信息

• Cationic Palladium(II), Platinum(II), and Rhodium(I) Complexes as Acetalisation Catalysts
  作者：Fabrizio Gorla、Luigi M. Venanzi

  DOI：10.1002/hlca.19900730317

  日期：1990.5.2

  The use of [Pd(H2O)2(Ph2PCH2CH2PPh2)] (CF3SO3)2 as a catalyst for the acetalisation of a variety of aldehydes and ketones and for trans-acetalisation is described. It is also shown that Pt(H2O)2(PH2PCH2CH2PPh2) (CF3SO3)2 is at least as effective as the corresponding Pd compound, while much lower reaction rates are observed with [Rh(MeOH)2(Ph2PCH2CH2PPh2)] [BF4].

  描述了[Pd（H 2 O）2（Ph 2 PCH 2 CH 2 PPh 2）]（CF 3 SO 3）2作为催化剂用于各种醛和酮的缩醛化和反缩醛化的用途。还显示出Pt（H 2 O）2（PH 2 PCH 2 CH 2 PPh 2）（CF 3 SO 3）2至少与相应的Pd化合物一样有效，而使用[Rh （MeOH）2（Ph 2 PCH2 CH 2 PPh 2）] [BF 4 ]。
• 1,3-Dioxolane Formation by Nucleophilic Attack of Diazoalkanes on the Peroxide Bond of 1,2-Dioxetanes
  作者：Waldemar Adam、Alexander Treiber

  DOI：10.1021/jo00083a027

  日期：1994.2

  The reaction of the 1,2-dioxetanes 1a-d with the diazoalkanes 2 alpha-eta was investigated. The two 3,3-disubstituted (3,3-dimethyl- and 3-(bromomethyl)-3-phenyl) dioxetanes (1a and 1b), trimethyldioxetane (1c), and tetramethyldioxetane (1d) gave with the various diazoalkanes 2 the corresponding 1,3-dioxolanes 3 (insertion products) and/or the dioxetane-derived ketones 4 (fragmentation). Nucleophilic attack by the negatively charged carbon pole of the diazoalkane on the sterically less hindered site of the dioxetane peroxide bond affords the 1,3-dioxolane 3 after cyclization with denitrogenation of the resulting O,N dipole. The O,C dipole, formed by the nucleophilic attack of the negatively charged nitrogen pole on the dioxetane, is proposed as precursor to the ketones 4 through Grob-type fragmentation with regeneration of the diazoalkane.
• Radical-chain redox rearrangement of cyclic benzylidene acetals to benzoate esters in the presence of thiols
  作者：Brian P Roberts、Teika M Smits

  DOI：10.1016/s0040-4039(00)01904-3

  日期：2001.1

  Cyclic benzylidene acetals derived from 1,2- and 1,3-diols undergo an efficient ring-opening redox rearrangement to give benzoate esters in the presence of a peroxide initiator and a thiol, which acts as a polarity-reversal catalyst to promote the radical-chain reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Studies on DMDO-mediated benzylidene acetal oxidation
  作者：David K. Mycock、Alexandra E. Sherlock、Paul A. Glossop、Christopher J. Hayes

  DOI：10.1016/j.tetlet.2008.08.062

  日期：2008.11

  We have shown that dimethyldioxirane (DMDO) can be used to effect an oxidative partial deprotection of benzylidene acetals derived from both 1,2- and 1,3-diols to afford hydroxy benzoate products. A wide range of functional groups are tolerated, and good to excellent yields are usually observed. The reactions are easy to perform and produce little waste other than acetone. (C) 2008 Elsevier Ltd. All rights reserved.
• Adam Waldemar, Treiber Alexander, J. Org. Chem, 59 (1994) N 4, S 840-844
  作者：Adam Waldemar, Treiber Alexander

  DOI：——

  日期：——