2-[1-(4-Phenylphenyl)ethoxy]oxane | 206552-63-8

• 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-[1-(4-Phenylphenyl)ethoxy]oxane
• CAS: 206552-63-8
• 化学式: C₁₉H₂₂O₂
• 分子量: 282.382
• InChiKey: YRDBVCPBOBKYQX-UHFFFAOYSA-N

物化性质

• 沸点：
  409.7±45.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 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-[1-(4-Phenylphenyl)ethoxy]oxane 在 potassium dichromate 、 三氯化铝 作用下， 反应 0.25h， 以90%的产率得到联苯单乙酮
  参考文献：
  名称：

  在路易斯酸存在下用重铬酸钾高效、无溶剂氧化有机化合物

  摘要：

  描述了在路易斯酸存在下在固相条件下重铬酸钾的合成效用。该试剂有效地将醇类、酰基化合物、肟和缩氨基脲氧化成相应的羰基化合物，而三甲基甲硅烷基和四氢吡喃基醚、乙缩醛和缩酮进行氧化脱保护以有效地产生羰基化合物。

  DOI：

  10.3390/61100900
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 1-(4-联联苯基)乙醇 在 ammonium cerium(IV) nitrate 、 1-butylpyridinium tetrachloroferrate(III) 作用下， 反应 0.6h， 以89%的产率得到2-[1-(4-Phenylphenyl)ethoxy]oxane
  参考文献：
  名称：

  Efficient and Convenient Procedure for Protection of Hydroxyl Groups to the THP, THF and TMS Ethers and Oxidation of these Ethers to their Aldehydes or Ketones in [BPy]FeCl₄ as a Low Cost Room Temperature Ionic Liquid

  摘要：

  醇类在1-丁基吡啶氯铁介质中被转化为相应的THP、THF或TMS醚，产率高至极好。这是一种稳定且低成本的室温离子液体。此外，在这种离子液体中，这些醚被氧化为它们的醛或酮，而没有发生任何过氧化反应。

  DOI：

  10.1515/znb-2006-0313

文献信息

• Selective, Convenient and Efficient Deprotection of Trimethylsilyl and Tetrahydropyranyl Ethers, Ethylene Acetals and Ketals with Oxone under Non-aqueous Conditions
  作者：Iraj Mohammadpoor-Baltork、Mohammad Kazem Amini、Siyamak Farshidipoor

  DOI：10.1246/bcsj.73.2775

  日期：2000.12

  An efficient and selective method for the deprotection of trimethylsilyl (TMS) and tetrahydropyranyl (THP) ethers, ethylene acetals and ketals to their corresponding alcohols and carbonyl compounds using oxone in refluxing acetonitrile is described. Excellent chemoselectivity of this method makes it a useful and practical procedure in organic synthesis.

  描述了在回流乙腈中使用 oxone 将三甲基甲硅烷基 (TMS) 和四氢吡喃基 (THP) 醚、乙缩醛和缩酮脱保护为相应的醇和羰基化合物的有效和选择性方法。该方法优异的化学选择性使其成为有机合成中有用且实用的方法。
• Efficient and Selective Oxidative Deprotection of Tetrahydropyranyl Ethers, Ethylene Acetals and Ketals with Silver and Sodium Bromates in the Presence of Aluminum Chloride
  作者：Iraj Mohammadpoor-Baltork、Ali Reza Nourozi

  DOI：10.1055/s-1999-3410

  日期：1999.3

  Primary and secondary tetrahydropyranyl (THP) ethers are efficiently transformed to their carbonyl compounds with AgBrO3 and NaBrO3/AlCl3. Ethylene acetals and ketals are transformed to their carboxylic acids and ketones respectively with AgBrO3/AlCl3 in refluxing acetonitrile. AgBrO3/AlCl3 is also able to transform ethylene acetals to aldehydes in refluxing carbon tetrachloride in high yields. In refluxing acetonitrile, ethylene acetals and ketals are transformed to aldehydes and ketones with NaBrO3/AlCl3. We have also found that tetrahydropyranyl ethers are oxidized selectively in the presence of ethylene acetals and ketals with these reagents.

  伯和仲四氢吡喃(THP)醚可被AgBrO3和NaBrO3/AlCl3高效地转化为羰基化合物。乙缩醛和缩酮在回流的乙腈中被AgBrO3/AlCl3分别转化为羧酸和酮。AgBrO3/AlCl3还能在回流的四氯化碳中，高产率地将乙缩醛转化为醛。乙缩醛和缩酮在回流的乙腈中被NaBrO3/AlCl3转化为醛和酮。我们还发现，在这些试剂的存在下，四氢吡喃醚能在乙缩醛和缩酮存在下被选择性氧化。
• Potassium dodecatangestocobaltate trihydrate (K 5 CoW 12 O 40 ·3H 2 O): a mild and efficient catalyst for the tetrahydropyranylation of alcohols and their detetrahydropyranylation
  作者：Mohammad H Habibi、Shahram Tangestaninejad、Iraj Mohammadpoor-Baltork、Valiollah Mirkhani、Bahram Yadollahi

  DOI：10.1016/s0040-4039(01)00298-2

  日期：2001.4

  A simple, mild and effective method for tetrahydropyranylation of a variety of alcohols and cleavage of their tetrahydropyranyl ethers at ambient temperature in the presence of K5CoW12O40·3H2O as the catalyst with high turnovers is described.

  描述了一种简单，温和而有效的方法，该方法用于在室温下，在具有高周转率的催化剂K 5 CoW 12 O 40 ·3H 2 O的存在下，对多种醇进行四氢吡喃基化并裂解其四氢吡喃基醚。
• Efficient and Convenient Procedure for Protection of Hydroxyl Groups to the THP, THF and TMS Ethers and Oxidation of these Ethers to their Aldehydes or Ketones in [BPy]FeCl₄ as a Low Cost Room Temperature Ionic Liquid
  作者：Ahmad R. Khosropour、Mohammad M. Khodaei、Sattar Ghaderi

  DOI：10.1515/znb-2006-0313

  日期：2006.3.1

  Alcohols were converted to the corresponding THP, THF or TMS ethers in high to excellent yields in 1-n-butylpyridinium chloroferrate media as a stable and low cost room temperature ionic liquid. In addition, oxidation of these ethers to their aldehydes or ketones without any overoxidation reactions in this ionic liquid was also performed.

  醇类在1-丁基吡啶氯铁介质中被转化为相应的THP、THF或TMS醚，产率高至极好。这是一种稳定且低成本的室温离子液体。此外，在这种离子液体中，这些醚被氧化为它们的醛或酮，而没有发生任何过氧化反应。
• Efficient, Solvent-Free Oxidation of Organic Compounds with Potassium Dichromate in the Presence of Lewis Acids
  作者：Iraj Mohammadpoor-Baltork、Majid Sadeghi、Abol-Hassan Adibi

  DOI：10.3390/61100900

  日期：——

  The synthetic utility of potassium dichromate in the presence of Lewis acids under solid phase conditions is described. This reagent efficiently oxidizes alcohols, acyloins, oximes and semicarbazones to their corresponding carbonyl compounds, while trimethylsilyl and tetrahydropyranyl ethers, ethylene acetals and ketals undergo oxidative deprotection to produce carbonyl compounds efficiently.

  描述了在路易斯酸存在下在固相条件下重铬酸钾的合成效用。该试剂有效地将醇类、酰基化合物、肟和缩氨基脲氧化成相应的羰基化合物，而三甲基甲硅烷基和四氢吡喃基醚、乙缩醛和缩酮进行氧化脱保护以有效地产生羰基化合物。