benzhydryl dodecyl ether | 33242-40-9

• 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: benzhydryl dodecyl ether
• 英文别名: 1,1a(2)-[(Dodecyloxy)methylene]bis[benzene]；[dodecoxy(phenyl)methyl]benzene
• CAS: 33242-40-9
• 化学式: C₂₅H₃₆O
• 分子量: 352.56
• InChiKey: JZQKZWKHRCUTPB-UHFFFAOYSA-N

物化性质

• 沸点：
  440.4±14.0 °C(Predicted)
• 密度：
  0.942±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  26
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  benzhydryl dodecyl ether 在 三氟化硼乙醚 作用下， 以 水 为溶剂， 反应 2.0h， 以71%的产率得到二苯基甲烷
  参考文献：
  名称：

  BF 3 ·OEt 2中以醚为氢源促进了二苯甲醇，醚和酯还原为烃†

  摘要：

  已经描述了一种新颖的醚/ BF 3还原体系，其中二苯甲醇及其醚和酯衍生物被用作起始原料。还原反应是在乙醚中在回流和氩气气氛下进行的，加入额外的水有利于该还原反应。能够以良好或优异的产率制备一系列烷烃。氘代实验表明还原性氢是从醚中产生的。详细讨论了该机制以解释观察到的反应性。

  DOI：

  10.1039/c5ra14775a
• 作为产物：
  描述：

  二苯甲酮 在 sodium tetrahydroborate 、 三氟化硼乙醚 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 7.0h， 生成 benzhydryl dodecyl ether
  参考文献：
  名称：

  三氟化硼·二乙基醚催化的醇醚化：无金属合成二苯甲基醚的途径

  摘要：

  已开发出一种新颖的三氟化硼·二乙醚（BF 3· OEt 2）催化的醚化方法，其中伯醇和仲醇易于转化为二苯甲基醚，收率高达99％。

  DOI：

  10.1002/adsc.201500663

文献信息

• Dehydration Reactions in Water. Surfactant-type Brønsted Acid-catalyzed Dehydrative Etherification, Thioetherification, and Dithioacetalization in Water
  作者：Shu Kobayashi、Shinya Iimura、Kei Manabe

  DOI：10.1246/cl.2002.10

  日期：2002.1

  Dehydration reactions such as etherification, thioetherification, and dithioacetalization are efficiently catalyzed by a surfactant-type Bronsted acid in water.

  醚化、硫醚化和二硫代缩醛等脱水反应在水中由表面活性剂型布朗斯台德酸有效催化。
• Catalytic Deprotection of Protected Alcohols in Water Using Low-Loading and Alkylated Polystyrene-Supported Sulfonic Acid
  作者：Shinya Iimura、Kei Manabe、Shū Kobayashi

  DOI：10.1021/jo035178t

  日期：2003.10.1

  Catalytic deprotection of various protected alcohols was efficiently conducted using a hydrophobic low-loading and alkylated polystyrene-supported sulfonic acid (LL-ALPS-SO3H) in water as the sole solvent. Transprotection of an alcohol from a silyl ether to the corresponding benzylic ether or ester also proceeded smoothly in water.
• Dehydration Reactions in Water. Brønsted Acid−Surfactant-Combined Catalyst for Ester, Ether, Thioether, and Dithioacetal Formation in Water
  作者：Kei Manabe、Shinya Iimura、Xiang-Min Sun、Shū Kobayashi

  DOI：10.1021/ja026241j

  日期：2002.10.1

  Dehydration reactions in water have been realized by a surfactant-type catalyst, dodecylbenzenesulfonic acid (DBSA). These reactions include dehydrative esterification, etherification, thioetherification, and dithioacetalization. In these reactions, DBSA and substrates form emulsion droplets whose interior is hydrophobic enough to exclude water molecules generated during the reactions. Detailed studies on the esterification revealed that the yields of esters were affected by temperature, amounts of DBSA used, and the substrates. Esters were obtained in high yields for highly hydrophobic substrates. On the basis of the difference in hydrophobicity of the substrates, unique selective esterification and etherification in water were attained. Furthermore, chemospecific, three-component reactions under DBSA-catalyzed conditions were also found to proceed smoothly. This work not only may lead to environmentally benign systems but also will provide a new aspect of organic chemistry in water.
• Electrooxidation of benzylic ethers, esters, alcohols, and phenyl epoxides
  作者：E. A. Mayeda、L. L. Miller、J. F. Wolf

  DOI：10.1021/ja00774a039

  日期：1972.9
• Ethers as hydrogen sources in BF₃·OEt₂ promoted reduction of diphenylmethyl alcohols, ethers and esters to hydrocarbons
  作者：Jiaqiang Li、Qing Liu、Hang Shen、Ruofeng Huang、Xiaohui Zhang、Yan Xiong、Changguo Chen

  DOI：10.1039/c5ra14775a

  日期：——

  A novel ether/BF3 reductive system has been described, in which diphenylmethanols and their ether and ester derivatives are used as starting materials. Reductions are performed in ether under reflux and an argon atmosphere, and the addition of extra water is beneficial to this reduction. A series of alkanes are able to be prepared with good to excellent yields. A deuterated experiment exhibits that

  已经描述了一种新颖的醚/ BF 3还原体系，其中二苯甲醇及其醚和酯衍生物被用作起始原料。还原反应是在乙醚中在回流和氩气气氛下进行的，加入额外的水有利于该还原反应。能够以良好或优异的产率制备一系列烷烃。氘代实验表明还原性氢是从醚中产生的。详细讨论了该机制以解释观察到的反应性。