(5-ethyl-2-methyl-2-phenyl-1,3-dioxan-5-yl)methanol | 7374-75-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5-ethyl-2-methyl-2-phenyl-1,3-dioxan-5-yl)methanol
• 英文别名: 2-Phenyl-2-methyl-5-aethyl-5-hydroxymethyl-1,3-dioxan
• CAS: 7374-75-6
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: GGTWIDBCQAXVCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三羟甲基丙烷 、 苯乙酮 在 1-acetyl-3-methylimidazium hydrogen sulfate 作用下， 以 环己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (5-ethyl-2-methyl-2-phenyl-1,3-dioxan-5-yl)methanol
  参考文献：
  名称：

  Synthesis and Crystal Structure of (5-Ethyl-2-methyl-2-phenyl-1,3-dioxan-5-yl)methanol

  摘要：

  由 2,2-双（羟甲基）丁醇与苯乙酮反应得到的新化合物（5-乙基-2-甲基-2-苯基-1,3-二氧杂环戊-5-基）甲醇已经合成，并通过红外和 1H NMR 进行了表征。单晶 X 射线衍射分析表明，标题化合物属于四方体系，空间群为 I4(1)/a，a = 29.921(2) Å，b = 29.Mr = 236.30，V = 5338.1(10) Å3，Dc = 1.176 g/cm3，Z = 16，μ = 0.081 mm-1，F(000) = 2048，R = 0.0595，wR = 0.1645。在标题化合物中，1,3-二恶烷环呈椅状构象，苯基取代基占据一个赤道位。在晶体中，相邻的四个分子通过 O-H-O 氢键作用连接成一个四聚体。

  DOI：

  10.14233/ajchem.2015.17763

文献信息

• Synthesis and Crystal Structure of (5-Ethyl-2-methyl-2-phenyl-1,3-dioxan-5-yl)methanol
  作者：Xian-You Yuan、Xin-Yu Zhang、Guang-Chuan Ou、Lin Yuan、Min Zhang

  DOI：10.14233/ajchem.2015.17763

  日期：——

  A new compound (5-ethyl-2-methyl-2-phenyl-1,3-dioxan-5-yl)methanol, obtained from the reaction of 2,2-bis(hydroxymethyl)butanol with acetophenone, has been synthesized and characterized by IR and 1H NMR. Single crystal X-ray diffraction analyses indicated that the title compound belongs to tetragonal system with space group I4(1)/a with a = 29.921(2) Å, b = 29.921(2) Å, c = 5.9627(9) Å. Mr = 236.30, V = 5338.1(10) Å3, Dc = 1.176 g/cm3, Z = 16, μ = 0.081 mm-1, F(000) = 2048, R = 0.0595, wR = 0.1645. In the title compound, the 1,3-dioxane ring adopts a chair conformation and the phenyl substituent occupies an equatorial site. In the crystal, adjacent four molecules are connected by O-H···O hydrogen bonding interactions into a tetramer.

  由 2,2-双（羟甲基）丁醇与苯乙酮反应得到的新化合物（5-乙基-2-甲基-2-苯基-1,3-二氧杂环戊-5-基）甲醇已经合成，并通过红外和 1H NMR 进行了表征。单晶 X 射线衍射分析表明，标题化合物属于四方体系，空间群为 I4(1)/a，a = 29.921(2) Å，b = 29.Mr = 236.30，V = 5338.1(10) Å3，Dc = 1.176 g/cm3，Z = 16，μ = 0.081 mm-1，F(000) = 2048，R = 0.0595，wR = 0.1645。在标题化合物中，1,3-二恶烷环呈椅状构象，苯基取代基占据一个赤道位。在晶体中，相邻的四个分子通过 O-H-O 氢键作用连接成一个四聚体。
• Ketalization of Ketones to 1,3-Dioxolanes and Concurring Self-Aldolization Catalyzed by an Amorphous, Hydrophilic SiO2-SO3H Catalyst under Microwave Irradiation
  作者：Sandro Barbosa、Myrlene Ottone、Mainara de Almeida、Guilherme Lage、Melina Almeida、David Nelson、Wallans dos Santos、Giuliano Clososki、Norberto Lopes、Stanlei Klein、Lucas Zanatta

  DOI：10.21577/0103-5053.20180039

  日期：——

  The amorphous, mesoporous SiO2-SO3H catalyst with a surface area of 115 m(2) g(-1) and 1.32 mmol H+ per g was very efficient for the protonation of ketones on a 10% (m/m) basis, and the catalyst-bound intermediates can be trapped by polyalcohols to produce ketals in high yields or suffer aldol condensations within minutes under low-power microwave irradiation. The same catalyst can easily reverse the ketalization reaction.