1-Brom-2-methoxydodecan | 5927-89-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Brom-2-methoxydodecan
• CAS: 5927-89-9
• 化学式: C₁₃H₂₇BrO
• 分子量: 279.261
• InChiKey: ZDKKLHPXJJZQLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  15.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  甲醇 、 1-十二烯十二碳烯α-十二碳烯α-十二碳烯 在 Oxone 、 溴化铵 作用下， 反应 0.75h， 以60%的产率得到1-Brom-2-methoxydodecan
  参考文献：
  名称：

  Alkoxybromination of Olefins Using Ammonium Bromide and Oxone

  摘要：

  A mild, efficient, and highly regio- and stereoselective method for the methoxy and ethoxy bromination of olefins has been developed using NH4Br as a bromine source and Oxone as an oxidant. Various kinds of olefins (aromatic, linear, and cyclic olefins) afforded the corresponding alkoxy brominated products in moderate to excellent yields. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2012.761238

文献信息

• Micellar effects on alkene bromination. 2. The role of alkene hydrophobicity
  作者：Giorgio Cerichelli、Celeste Grande、Luciana Luchetti、Giovanna Mancini

  DOI：10.1021/jo00009a019

  日期：1991.4

  Surface polarity of cetyltrimethylammonium bromide (CTAB) aqueous micelles was checked by use of as a probe the bromination reaction of a series of 1-alkenes and a water-soluble alkene, cis-4-cyclohexene-1,2-dicarboxylic acid dimethyl ester (I). There was strong inhibition (10(5)-10(6)-fold) of the second-order reaction rate constants relative to those in water; moreover, both kinetics and the product distributions suggested that alkenes had different locations at the micellar surface. Kinetics in the presence of added NaBr and n-decane supported this location hypothesis.