3,5-bis-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-bromomethylbenzene | 271256-09-8

• 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: 3,5-bis-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-bromomethylbenzene
• 英文别名: 2-[3-(Bromomethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 271256-09-8
• 化学式: C₁₉H₂₉B₂BrO₄
• 分子量: 422.963
• InChiKey: UROOHOFKUJHSCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-bis-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-bromomethylbenzene 在 盐酸 、 sodium periodate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 48.0h， 以38.6%的产率得到5-(bromomethyl)benzene-1,3-diboronic acid
  参考文献：
  名称：

  Highly selective recognition of monosaccharide based on two-component system in aqueous solution

  摘要：

  A highly selective switch for D-fructose was formed by water-soluble conjugated polymer PP-S-BINOL and tetraboronic acid functionalized benzyl viologen ToBV. The two-component system showed a high selectivity and sensitivity only for D-fructose in familiar D-monosaccharides. The high selectivity of the sensing system for D-fructose may be depended on stable pyranose ester form of D-fructose with ToBV. A desirable linear response of the sensing system to low concentrations of D-fructose (<10.0 mM) was observed with 0.9936 linear dependent coefficient at pH 7.4. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.025
• 作为产物：
  描述：

  3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 7.0h， 以74.5%的产率得到3,5-bis-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-bromomethylbenzene
  参考文献：
  名称：

  Highly selective recognition of monosaccharide based on two-component system in aqueous solution

  摘要：

  A highly selective switch for D-fructose was formed by water-soluble conjugated polymer PP-S-BINOL and tetraboronic acid functionalized benzyl viologen ToBV. The two-component system showed a high selectivity and sensitivity only for D-fructose in familiar D-monosaccharides. The high selectivity of the sensing system for D-fructose may be depended on stable pyranose ester form of D-fructose with ToBV. A desirable linear response of the sensing system to low concentrations of D-fructose (<10.0 mM) was observed with 0.9936 linear dependent coefficient at pH 7.4. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.025

文献信息

• Highly selective recognition of monosaccharide based on two-component system in aqueous solution
  作者：Liheng Feng、Yue Wang、Fei Liang、Ming Xu、Xiaoju Wang

  DOI：10.1016/j.tet.2011.03.025

  日期：2011.5

  A highly selective switch for D-fructose was formed by water-soluble conjugated polymer PP-S-BINOL and tetraboronic acid functionalized benzyl viologen ToBV. The two-component system showed a high selectivity and sensitivity only for D-fructose in familiar D-monosaccharides. The high selectivity of the sensing system for D-fructose may be depended on stable pyranose ester form of D-fructose with ToBV. A desirable linear response of the sensing system to low concentrations of D-fructose (<10.0 mM) was observed with 0.9936 linear dependent coefficient at pH 7.4. (C) 2011 Elsevier Ltd. All rights reserved.