1-乙氧基-3-苯氧基丙烷-2-醇 | 18349-96-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-乙氧基-3-苯氧基丙烷-2-醇
• 英文名称: 1-ethoxy-3-phenoxy-propan-2-ol
• 英文别名: 1-Aethoxy-3-phenoxy-propan-2-ol；2-Oxy-1-aethoxy-3-phenoxy-propan；β-Oxy-α-aethoxy-γ-phenoxy-propan；Glycerin-α-aethylaether-α'-phenylaether；1-Ethoxy-3-phenoxy-2-propanol；1-ethoxy-3-phenoxypropan-2-ol
• CAS: 18349-96-7
• 化学式: C₁₁H₁₆O₃
• 分子量: 196.246
• InChiKey: TYRUSIJKQXMLLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  乙醇 、 苯基缩水甘油醚 在 iron(III) trifluoroacetate 作用下， 反应 1.5h， 以92%的产率得到1-乙氧基-3-苯氧基丙烷-2-醇
  参考文献：
  名称：

  Iron(III) Trifluoroacetate as an Efficient Catalyst for Solvolytic and Nonsolvolytic Nucleophilic Ring Opening of Epoxides

  摘要：

  三氟乙酸铁（III）被用作一种高效且不吸湿的催化剂，用于环氧化物的醇解、水解和乙酰分解。在该催化剂的作用下，氯离子、溴离子、碘离子和硝酸根离子与环氧化物的加成反应可生成相应的 2-卤代烷醇和 2-硝基烷醇，环氧化物与丙酮和硫代烷烃的转化反应也可高效进行。

  DOI：

  10.1246/bcsj.73.675

文献信息

• Erbium(III) Triflate is a Highly Efficient Catalyst for the Synthesis of β-Alkoxy Alcohols, 1,2-Diols and β-Hydroxy Sulfides by Ring Opening of Epoxides
  作者：Monica Nardi、Renato Dalpozzo、Manuela Oliverio、Rosina Paonessa、Antonio Procopio

  DOI：10.1055/s-0029-1216956

  日期：2009.10

  ring-opening reaction of epoxides with erbium(III) triflate are described. Epoxides can be cleaved under neutral conditions with alcohols and thiols in the presence of catalytic amounts of Lewis acid, affording the corresponding β-alkoxy alcohols and β-hydroxy sulfides in high yields. In water, epoxide ring opening occurs to produce the corresponding diols in good yields epoxides - Lewis acids - nucleophilic

  描述了环氧化物与三氟甲磺酸（（III）开环反应中的化学和立体选择性。可以在催化量的路易斯酸存在下，在中性条件下用醇和硫醇裂解环氧化物，以高收率得到相应的β-烷氧基醇和β-羟基硫化物。在水中，发生环氧化物开环以高产率生产相应的二醇 环氧-路易斯酸-亲核加成-开环-绿色化学
• An Environmentally Benign Catalytic Method for Efficient and Selective Nucleophilic Ring Opening of Oxiranes by Zirconium Tetrakis(dodecyl Sulfate)
  作者：Maasoumeh Jafarpour、Abdolreza Rezaeifard、Marzieh Aliabadi

  DOI：10.1002/hlca.200900239

  日期：2010.3

  An operationally simple and environmentally benign protocol for a highly regio‐ and chemoselective preparation of β‐substituted alcohols by means of ring‐opening reactions of oxiranes with various aliphatic alcohols, H2O, NaN3, and NaCN as nucleophiles in the presence of catalytic amounts of zirconium tetrakis(dodecyl sulfate) as Lewis acid/surfactant‐combined catalysts (LASCs) was developed. The high

  一种操作简单且对环境无害的方案，可在催化作用下，通过环氧乙烷与各种脂肪族醇，H 2 O，NaN 3和NaCN作为亲核体的开环反应，高度区域和化学选择性地制备β-取代的醇研制了一定数量的四（十二烷基硫酸）锆作为路易斯酸/表面活性剂组合催化剂（LASC）。催化剂的高效率通过在所需时间内获得的高产物收率，尤其是通过Zr IV配合物的可重复使用性得到了证实。
• Efficient regio- and stereoselective ring opening of epoxides with alcohols, acetic acid and water catalyzed by ammonium decatungstocerate(IV)
  作者：Valiollah Mirkhani、Shahram Tangestaninejad、Bahram Yadollahi、Ladan Alipanah

  DOI：10.1016/j.tet.2003.08.018

  日期：2003.10

  Epoxides can be cleaved in a regio- and stereoselective manner under neutral conditions with alcohols and acetic acid in the presence of catalytic amounts of decatungstocerate(IV) ion, ([CeW10O36]8−), affording the corresponding β-alkoxy and β-acetoxy alcohols in high yields. In water, ring opening of epoxides occurs with this catalyst to produce the corresponding diols in good yields.

  可以在中性条件下用醇和乙酸在催化量的decatungstocerate（IV）离子（[CeW 10 O 36 ] 8-）存在下，以区域和立体选择性的方式裂解环氧化合物，得到相应的β-烷氧基和β-乙酰氧基醇收率高。在水中，该催化剂会发生环氧化物的开环反应，从而以高收率生产出相应的二醇。
• A highly efficient protocol for regioselective ring-opening of epoxides with alcohols, water, acetic acid, and acetic anhydride catalyzed by SbF₃
  作者：Behzad Zeynizadeh、Masumeh Gilanizadeh、Farkhondeh Mohammad Aminzadeh

  DOI：10.1080/10426507.2015.1135439

  日期：2016.7.2

  the corresponding β-alkoxy, β-acetoxy alcohols, and 1,2-diols in high to excellent yields. This study also represents a convenient synthesis of vic-diacetates from ring-opening of epoxides with acetic anhydride.

  图形摘要摘要 SbF3 作为一种有效的催化剂已用于区域选择性醇解、乙酰解和环氧化物水解成相应的 β-烷氧基、β-乙酰氧基醇和 1,2-二醇，收率很高。该研究还代表了从环氧化物与乙酸酐的开环方便地合成vic-diacetates。
• Mild and Efficient Ring Opening of Epoxides Catalyzed by Potassium Dodecatungstocobaltate(III)
  作者：Shahram Tangestaninejad、Majid Moghadam、Valiollah Mirkhani、Bahram Yadollahi、S. Mohammad R. Mirmohammadi

  DOI：10.1007/s00706-005-0415-7

  日期：2006.2

  Efficient ring opening of epoxides under mild conditions is reported. Potassium dodecatungstocobaltate(III) trihydrate was used as an efficient catalyst for the alcoholysis and acetolysis of epoxides. Conversion of epoxides to thiiranes was also performed efficiently in the presence of this catalyst.

  据报道在温和条件下有效的环氧化物开环。十二水合十二碳三烯酸钾（III）用作醇解和环氧化物的乙酰化的有效催化剂。在该催化剂的存在下，环氧化物到硫烷的转化也有效地进行。