erythro-1-Brom-2-methoxy-1,2-diphenylethan | 13921-79-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: erythro-1-Brom-2-methoxy-1,2-diphenylethan
• 英文别名: 1-Brom-2-methoxy-1,2-diphenyl-aethan；1-Brom-2-methoxy-1,2-diphenylethan；(α'-bromo-bibenzyl-α-yl)-methyl ether；(α'-Brom-bibenzyl-α-yl)-methyl-aether；α'-Brom-α-methoxy-dibenzyl；(1-bromo-2-methoxy-2-phenylethyl)benzene
• CAS: 13921-79-4
• 化学式: C₁₅H₁₅BrO
• 分子量: 291.187
• InChiKey: YQDWIYTYLCOQEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  erythro-1-Brom-2-methoxy-1,2-diphenylethan 在 氢溴酸 、 二甲基亚砜 作用下， 反应 5.0h， 以90%的产率得到联苯甲酰
  参考文献：
  名称：

  Dimethyl sulfoxide-hydrobromic acid as a novel reagent for convenient oxidation on a preparative scale of stilbenes and some derivatives of diphenylethane to benzils

  摘要：

  We have found that the systems HBr-H2O2-DMSO and HBr-DMSO are mild and selective reagents for the high-yield oxidation of the C = C bond in stilbenes to benzils. These reagents also successfully oxidate 1,2-diphenyl-1,2-dibromoethane and a number of its derivatives to benzils. We have evaluated the preparative potentialities of the novel reagents.

  DOI：

  10.1007/bf00958570
• 作为产物：
  描述：

  二苯乙烯 在 甲醇 、 溴 作用下， 生成 erythro-1-Brom-2-methoxy-1,2-diphenylethan
  参考文献：
  名称：

  Jackson, Journal of the American Chemical Society, 1926, vol. 48, p. 2169

  摘要：

  DOI：

文献信息

• 一种β-溴代醚化合物的合成方法
  申请人：浙江工业大学

  公开号：CN110156577A

  公开（公告）日：2019-08-23

  本发明公开了一种β‑溴代醚化合物的合成方法，所述的方法为：分别以茚和反式二苯乙烯为原料，加入甲醇、碱金属卤化物以及溴酸根插层的锌铝水滑石并混合均匀，在无机酸的作用下，常压下在25‑50℃下搅拌反应1‑6小时，TLC跟踪反应完全得到反应混合液经后处理分别得到2‑溴‑1甲氧基茚满和1,2‑二苯基‑1‑溴‑2‑甲氧基乙烷。本发明使用溴酸根插层的锌铝水滑石和碱金属溴化物，更加安全环保；反应条件较为温和，反应时间较短，收率较好；操作简便，可以通过改变反应条件来控制卤源的生成速度，可控性强。
• A new and highly effective organometallic approach to 1,2-dehalogenations and related reactions
  作者：Ugo Azzena、Mario Pittalis、Giovanna Dettori、Luisa Pisano、Emanuela Azara

  DOI：10.1016/j.jorganchem.2007.05.039

  日期：2007.8

  We investigated the reductive elimination of several functionalized and non-functionalized vic-dibromides with 1,2-diphenyl-, 1, 1,2,2-tetraphenyl- and l-phenyl-2-(2-pyridyl)-1,2-disodioethane. The reaction, involving some of the less expensive organic and inorganic reagents, proceeds under mild conditions, and is tolerant of a variety of functional groups. Extension of this procedure to similar 1,2-disubstituted compounds was also investigated. Reductive eliminations run on stereochernical probe compounds strongly suggest that this reaction proceeds via a "single electron" reductive elimination reaction pathway. (c) 2007 Elsevier B.V. All rights reserved.
• Reducing properties of 1,2-diaryl-1,2-disodiumethanes
  作者：Ugo Azzena、Mario Pittalis、Giovanna Dettori、Simona Madeddu、Emanuela Azara

  DOI：10.1016/j.tetlet.2005.12.054

  日期：2006.2

  1,2-Diphenyl- and 1-phenyl-2-(2-pyridyl)-1,2-disodiumethane efficiently dehalogenate vic-dibromoderivatives, affording the corresponding alkenes. The reaction proceeds rapidly, under mild conditions and is tolerant of a variety of functional groups (alcohol, carboxylic acid, ester and amide). This procedure was successfully extended to similar vic-disubstituted compounds. (c) 2005 Elsevier Ltd. All rights reserved.
• Balou, Daniel; Dubois, Jaques-Emile, Journal of Chemical Research, Miniprint, 1980, # 10, p. 4449 - 4473
  作者：Balou, Daniel、Dubois, Jaques-Emile

  DOI：——

  日期：——