11-溴十一烷基甲氧基甲基醚 | 136667-40-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 11-溴十一烷基甲氧基甲基醚
• 英文名称: 11-bromoundecanyl methoxymethyl ether
• 英文别名: 1-bromo-11-(methoxymethoxy)undecane；11-methoxymethoxy-1-bromoundecane
• CAS: 136667-40-8
• 化学式: C₁₃H₂₇BrO₂
• 分子量: 295.26
• InChiKey: DKESWMFVRDLTNP-UHFFFAOYSA-N

物化性质

• 沸点：
  315.6±12.0 °C(Predicted)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  16
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  11-溴十一烷基甲氧基甲基醚 在 盐酸 、 氢氧化钾 、 正丁基锂 、 jones reagent 、 三氟化硼乙醚 、 氨 、 diethylzinc 、 sodium 、 lithium 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 水 、 二甲基亚砜 、 丙酮 为溶剂， 反应 55.08h， 生成 11-(trans-2-ethylcyclopropyl)undecanoic acid
  参考文献：
  名称：

  Enzymatic Desaturation of Fatty Acids:  Δ¹¹ Desaturase Activity on Cyclopropane Acid Probes

  摘要：

  The formation of methylenecyclopropanes by enzymatic desaturation of 11-cyclopropylundecanoic acid (1) and its disubstituted derivatives cis- and trans-3-5 has been investigated using the Delta(11) desaturase of Spodoptera littoralis as model enzyme. Gas chromatography coupled to mass spectrometry analyses of methanolyzed lipidic extracts from tissues incubated with each probe revealed that all the cyclopropyl fatty acids were transformed into the corresponding 11-cyclopropylidene acids, except for compound trans-5 (5b), which was not desaturated at C11. The formation of methylenecyclopropane 9 as the only reaction product from 1 indicates that a potential radical intermediate is too short-lived to allow rearrangement reactions. Information on the Delta(11) desaturase substrate binding domain is provided considering the cyclopropyl probes 3-5 as conformationally restricted analogues of the straight-chain substrates.

  DOI：

  10.1021/jo0267100
• 作为产物：
  描述：

  二甲醇缩甲醛 、 11-溴-1-十一醇 在 磷酸酐 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到11-溴十一烷基甲氧基甲基醚
  参考文献：
  名称：

  Synthesis of photopolymerizable long-chain conjugated diacetylenic acids and alcohols from butadiyne synthons

  摘要：

  DOI：

  10.1021/jo00025a045

文献信息

• Total synthesis of analogs of topostin B, A DNA topoisomerase I inhibitor. Part 1. Synthesis of fragments of topostin B-1 analogs
  作者：Hirohide Noguchi、Toyohiko Aoyama、Takayuki Shioiri

  DOI：10.1016/0040-4020(95)00616-g

  日期：1995.9

  Synthesis of the right and left building blocks, 36 and 5, for the analog 3 of topostin B-1, an inhibitor of mammalian DNA topoisomerasc I, has been achieved in a convenient manner.

  已经以便利的方式合成了topostin B-1的类似物3的左右构件36和5的合成，topostin B-1是哺乳动物DNA拓扑异构体I的抑制剂。
• A Direct, Straightforward Conversion of Methoxymethyl Ethers into Acetates
  作者：M. P. Bosch、I. Petschen、A. Guerrero

  DOI：10.1055/s-2000-6258

  日期：——

  The direct transformation of MOM-protected alcohols into the corresponding acetates by acetic anhydride/ferric chloride in CH2Cl2, in a one-step process and good to excellent yields, is reported. The reaction has been applied to a variety of substrates and occurs with retention of configuration.

  据报道，乙酸酐/三氯化铁在 CH2Cl2 中一步法直接将 MOM 保护醇转化为相应的乙酸酯，收率良好甚至极佳。该反应适用于多种底物，并能保留构型。
• Polymeric self-assembling monolayers. 1. Synthesis and characterization of υ-functionalized n-alkanethiols containing a conjugated diacetylene group
  作者：Taisun Kim、Richard M. Crooks

  DOI：10.1016/0040-4039(94)88496-x

  日期：1994.12

  υ-Functionalized alkanethiols containing a conjugated diacetylene were synthesized. These molecules spontaneously self assemble onto gold surfaces and they can be polymerized by UV irradiation.

  合成了含有共轭二乙炔的功能化的链烷硫醇。这些分子自发地自组装在金表面上，并且可以通过紫外线照射进行聚合。
• Studies on the Alkylation of 3-Methyl-3-buten-1-ol Dianion:  An Efficient Synthesis of 3-Methylene-1-alkanols Including a San Jose Scale Sex Pheromone
  作者：Kelvin H. Yong、John A. Lotoski、J. Michael Chong

  DOI：10.1021/jo015940w

  日期：2001.11.1
• Preparation and characterization of a bis-galvinoxyl-disulfide
  作者：David A. Shultz、Qi Zhao

  DOI：10.1016/s0040-4039(96)02067-9

  日期：1996.12

  The synthesis of a biradical disulfide is described. This biradical exhibits an EPR spectrum consistent with /J/>>a. Cyclic voltammetry of monolayers of this biradical shows that the radical monolayer exhibits less pH-dependence than its phenol counterpart. Copyright (C) 1996 Elsevier Science Ltd.