1,8-dihydroxy-4-bromomethyl-4-methyl-3,6-dioxaoctane | 132533-47-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,8-dihydroxy-4-bromomethyl-4-methyl-3,6-dioxaoctane
• 英文别名: 2-[3-bromo-2-(2-hydroxyethoxy)-2-methylpropoxy]ethanol
• CAS: 132533-47-2
• 化学式: C₈H₁₇BrO₄
• 分子量: 257.125
• InChiKey: FXNZFHJCICPDBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  13.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,8-dihydroxy-4-bromomethyl-4-methyl-3,6-dioxaoctane 在 sodium hydroxide 、 sodium 作用下， 以 1,4-二氧六环 、 水 、 叔丁醇 为溶剂， 反应 17.0h， 生成 5-(Bromomethyl)-5,13-dimethyl-1,4,7,10-tetraoxa-13-azacyclopentadecane
  参考文献：
  名称：

  Synthesis andN-Alkylation of 5-Bromomethyl-5-methyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

  摘要：

  5-溴甲基-5-甲基-1,4,7,10-四氧杂-13-氮杂环十五烷(monoaza-15-crown-5)是通过4-溴甲基-4-甲基-1,8-二甲苯磺酰氧基-反应制备的3,6-二氧杂辛烷，由相应的二羟基化合物与双-(2-羟乙基)胺在碱性条件下反应制备，收率37%，无需保护反应性溴甲基和氨基。产物 monoaza-15-crown-5 可以在二恶烷中用烷基卤/碳酸钠进行 N-烷基化，反应率为 42-70%。

  DOI：

  10.1055/s-1990-27079
• 作为产物：
  描述：

  单甲基烯丙基乙二醇醚 、 乙二醇 在 N-溴代丁二酰亚胺(NBS) 作用下， 反应 15.0h， 以40%的产率得到1,8-dihydroxy-4-bromomethyl-4-methyl-3,6-dioxaoctane
  参考文献：
  名称：

  Synthesis andN-Alkylation of 5-Bromomethyl-5-methyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

  摘要：

  5-溴甲基-5-甲基-1,4,7,10-四氧杂-13-氮杂环十五烷(monoaza-15-crown-5)是通过4-溴甲基-4-甲基-1,8-二甲苯磺酰氧基-反应制备的3,6-二氧杂辛烷，由相应的二羟基化合物与双-(2-羟乙基)胺在碱性条件下反应制备，收率37%，无需保护反应性溴甲基和氨基。产物 monoaza-15-crown-5 可以在二恶烷中用烷基卤/碳酸钠进行 N-烷基化，反应率为 42-70%。

  DOI：

  10.1055/s-1990-27079

文献信息

• New Type of C-Pivot Tripode Ligands for Complexation towards Alkali Metal Cations
  作者：Yohji Nakatsuji、Kohji Kita、Araki Masuyama、Toshiyuki Kida

  DOI：10.1246/cl.1995.51

  日期：1995.1

  A series of C-pivot tripode ligands containing a 2-methylglycerol unit were newly prepared and their complexation properties towards alkali metal cations were examined by the solvent extraction method and UV spectroscopy. These types of compounds possessed a higher extractability than the other type of tripode ligand derived from trimethylolethane. This finding clearly shows that the proper selection

  新制备了一系列含有 2-甲基甘油单元的 C-pivot 三极配体，并通过溶剂萃取法和紫外光谱检测了它们对碱金属阳离子的络合性能。与衍生自三羟甲基乙烷的其他类型的三极配体相比，这些类型的化合物具有更高的可萃取性。这一发现清楚地表明，正确选择基本骨架结构对于 C-pivot 三极配体的分子设计很重要。
• Molecular Design of C-Pivot Tripodal Ligands:  Importance of the Glycerol Structure for Effective Complexation toward Alkali Metal Cations
  作者：Kohji Kita、Toshiyuki Kida、Yohji Nakatsuji、Isao Ikeda

  DOI：10.1021/jo971078+

  日期：1997.11.1

  A new series of C-pivot tripodal ligands 1-4 containing a 2-methylglycerol unit were prepared and their complexation properties toward alkali metal cations were examined by measuring the extractability, stability constant in THF, characteristic absorption in the UV spectrum, change in the chemical shia in the H-1 NMR, and competitive passive transport. This type of compound (1-4) was found to possess excellent complexing ability and higher selectivity than another type of tripodal Ligand 5 derived from tris(hydroxymethyl)ethane. This remarkable difference in the stability constants was reasonably explained by considering that the former takes a three-dimensional coordination toward alkali metal cations by cooperatively using the three electron-donating arms but the latter does not. This finding clearly shows that a proper selection of the structure of the basic skeleton is important for the molecular design of C-pivot tripodal ligands.
• WAKITA, RYUHEI;TSUBAKIHARA, MISAO;NAKATSUJI, YOHJI;OKAHARA, MITSUO, SYNTHESIS,(1990) N1, C. 1111-1112
  作者：WAKITA, RYUHEI、TSUBAKIHARA, MISAO、NAKATSUJI, YOHJI、OKAHARA, MITSUO

  DOI：——

  日期：——