4,4'-(1,1'-oxybis(ethane-1,1-diyl))bis(chlorobenzene) | 93011-57-5

• 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: 4,4'-(1,1'-oxybis(ethane-1,1-diyl))bis(chlorobenzene)
• 英文别名: bis[1-(4-chlorophenyl)ethyl] ether；4,4'-(oxybis(ethane-1,1-diyl))bis(chlorobenzene)；Di-<1-(4-chlor-phenyl)-ethyl>-ether；1-chloro-4-(1-(1-(4-chlorophenyl)ethoxy)ethyl)-benzene；Bis-[1-(4-chlor-phenyl)-aethyl]-aether；1-(4-chloro-phenyl)-ethyl ether；1-Chloro-4-[1-[1-(4-chlorophenyl)ethoxy]ethyl]benzene
• CAS: 93011-57-5
• 化学式: C₁₆H₁₆Cl₂O
• 分子量: 295.208
• InChiKey: FMIJOAHXNCLOLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  对氯苯乙酮 在 sodium tetrahydroborate 、 sodium hydrogensulfite 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 4,4'-(1,1'-oxybis(ethane-1,1-diyl))bis(chlorobenzene)
  参考文献：
  名称：

  亚硫酸氢钠：一种通过芳香/脂肪醇脱水形成醚的有效催化剂

  摘要：

  亚硫酸氢钠在无溶剂条件下可通过分子间脱水直接催化苄醇（1）的醚化反应。在存在0.3mol％或0.6mol％量的亚硫酸氢钠的情况下，由相应的醇以高产率（高达95％）制备对称和不对称醚。还讨论了苯甲醇的醚化。

  DOI：

  10.1002/cjoc.201190220

文献信息

• InCl₃/Me₃SiBr-Catalyzed Direct Coupling between Silyl Ethers and Enol Acetates
  作者：Yoshiharu Onishi、Yoshihiro Nishimoto、Makoto Yasuda、Akio Baba

  DOI：10.1021/ol200875m

  日期：2011.5.20

  A combined Lewis acid catalyst of InCl3 and Me3SiBr promoted the direct use of enol acetates in the coupling with low-reactive silyl ethers, in which functional groups including ketones and aldehydes survived. Sterically hindered silyl ethers such as ROSiEt3, ROSiPh3, ROSit-BuMe2, and ROSii-Pr3 were also applicable.

  InCl 3和Me 3 SiBr的路易斯酸催化剂的组合促进了烯醇乙酸酯在与低反应性甲硅烷基醚的偶联中的直接使用，其中包括酮和醛的官能团得以幸存。也可使用受阻位的甲硅烷基醚，如ROSiEt 3，ROSiPh 3，ROSi t- BuMe 2和ROSi i- Pr 3。
• Mesoporous Nickel–Aluminosilicate Nanocomposite: A Solid Acid Catalyst for Ether Synthesis
  作者：N. Neelakandeswari、R. Karvembu、N. Dharmaraj

  DOI：10.1166/jnn.2013.7419

  日期：2013.4.1

  Mesoporous nickel aluminosilicate, a solid acid catalyst prepared by sol–gel technique was utilized as a heterogeneous catalyst for the synthesis of symmetrical ethers by dehydro-condensation of alcohols. The prepared catalysts were characterized by Fourier-transform infra red spectroscopy (FT-IR), powder X-ray diffraction (XRD), scanning electron microscopy (SEM), energy dispersive X-ray analysis (EDAX), N2 adsorption–desorption analysis, temperature programmed desorption of ammonia (TPD) and X-ray photoelectron spectroscopic techniques. The presence of the catalyst assisted the etherification reaction in 30 minutes. Ethers formed in these reactions were quantified by gas chromatography (GC) and the identities of few of them were confirmed by nuclear magnetic resonance spectral data (NMR).

  介孔镍铝硅酸盐是一种通过溶胶-凝胶技术制备的固体酸催化剂，被用作非均相催化剂，通过醇的脱水缩合反应合成对称醚。制备的催化剂通过傅里叶变换红外光谱（FT-IR）、粉末X射线衍射（XRD）、扫描电子显微镜（SEM）、能量色散X射线分析（EDAX）、N2吸附-脱附分析、氨程序升温脱附（TPD）和X射线光电子能谱技术进行了表征。催化剂的存在促进了醚化反应在30分钟内进行。这些反应中形成的醚通过气相色谱（GC）进行定量，其中一些醚的鉴定通过核磁共振谱数据（NMR）得到了确认。
• Cp*Co^III -Catalyzed Efficient Dehydrogenation of Secondary Alcohols
  作者：Manoj Kumar Gangwar、Pardeep Dahiya、Balakumar Emayavaramban、Basker Sundararaju

  DOI：10.1002/asia.201800697

  日期：2018.9.4

  well‐defined molecular Cp*CoIII complex was isolated and structurally characterized for the first time. The efficiency of this cobalt catalyst was demonstrated in the alcohol dehydrogenation and dehydrative coupling of secondary alcohols under mild conditions into ketones and ethers, respectively.

  首次分离并定义了一种新颖的，分子清晰的Cp * Co III复合物。在中等条件下仲醇的醇脱氢和脱水偶合成酮和醚的过程中，证明了该钴催化剂的效率。
• Direct halogenation of alcohols with halosilanes under catalyst- and organic solvent-free reaction conditions
  作者：Njomza Ajvazi、Stojan Stavber

  DOI：10.1016/j.tetlet.2016.04.083

  日期：2016.6

  A chemoselective method for the direct halogenation of different types of alcohols with halosilanes under catalyst- and solvent-free reaction conditions (SFRC) is reported. Various primary, secondary and tertiary benzyl alcohols and tertiary alkyl alcohols were directly transformed to the corresponding benzyl and alkyl halides, respectively, using chlorotrimethylsilane (TMSCl) and bromotrimethylsilane

  报道了在无催化剂和无溶剂的反应条件下，用卤代硅烷直接卤化不同类型醇的化学选择方法。使用氯代三甲基硅烷（TMSCl）和溴代三甲基硅烷（TMSBr）将各种伯，仲和叔苄醇和叔烷基醇分别直接转化为相应的苄基卤和烷基卤。
• Iodine-catalyzed Transformation of Aryl-substituted Alcohols Under Solvent-free and Highly Concentrated Reaction Conditions
  作者：Marjan Jereb、Dejan Vražič

  DOI：10.17344/acsi.2017.3841

  日期：2017.12.15

  transformations of alcohols under solvent-free reaction conditions (SFRC) and under highly concentrated reaction conditions (HCRC) in the presence of various solvents were studied in order to gain insight into the behavior of the reaction intermediates under these conditions. Dimerization, dehydration and substitution were the three types of transformations observed with benzylic alcohols. Dimerization

  研究了碘在无溶剂反应条件下（SFRC）和高浓度反应条件（HCRC）下在各种溶剂存在下的醇催化转化反应，以了解这些条件下反应中间体的行为。二聚，脱水和取代是苯甲醇所观察到的三种类型的转化。在伯醇和仲醇的情况下，二聚和取代反应占主导，而在叔醇的情况下，脱水占主导。SFRC在I2催化的二聚反应中，取代的1-苯基乙醇的相对反应性提供了一个良好的Hammett图ρ+ = -2.8（r2 = 0.98），表明存在电子贫化的中间体，且在一定的速率下具有一定程度的发达电荷确定步骤。