9-(bromomethyl)-9H-xanthene-3,6-diol | 1392603-48-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 9-(bromomethyl)-9H-xanthene-3,6-diol
• CAS: 1392603-48-3
• 化学式: C₁₄H₁₁BrO₃
• 分子量: 307.144
• InChiKey: UMOCBLBGNOLXDV-UHFFFAOYSA-N

物化性质

• 沸点：
  475.6±45.0 °C(Predicted)
• 密度：
  1.631±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-(bromomethyl)-9H-xanthene-3,6-diol 在 aq. phosphate buffer 作用下， 以 四氢呋喃 、 正己烷 、 乙腈 为溶剂， 反应 1.83h， 生成 6-hydroxy-9-methyl-3H-xanthen-3-one
  参考文献：
  名称：

  Fluorescein Analogues as Photoremovable Protecting Groups Absorbing at ∼520 nm

  摘要：

  A new photoremovable protecting group, (6-hydroxy-3-oxo-3H-xanthen-9-yl)methyl (1), with a molar absorption coefficient e of similar to 4 x 10(4) m(-1) cm(-1) at similar to 520 nm for the release of carboxylates or phosphates is reported. Three derivatives of 1 (diethyl phosphate, acetate, and bromide) were isolated as complexes with DDQ and shown to release the ligands with quantum yields <= 2.4% in aqueous solution.

  DOI：

  10.1021/jo301455n
• 作为产物：
  描述：

  (3,6-dimethoxy-9H-xanthen-9-yl)methanol 在 四溴化碳 、 三溴化硼 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 34.0h， 生成 9-(bromomethyl)-9H-xanthene-3,6-diol
  参考文献：
  名称：

  Fluorescein Analogues as Photoremovable Protecting Groups Absorbing at ∼520 nm

  摘要：

  A new photoremovable protecting group, (6-hydroxy-3-oxo-3H-xanthen-9-yl)methyl (1), with a molar absorption coefficient e of similar to 4 x 10(4) m(-1) cm(-1) at similar to 520 nm for the release of carboxylates or phosphates is reported. Three derivatives of 1 (diethyl phosphate, acetate, and bromide) were isolated as complexes with DDQ and shown to release the ligands with quantum yields <= 2.4% in aqueous solution.

  DOI：

  10.1021/jo301455n

文献信息

• Fluorescein Analogues as Photoremovable Protecting Groups Absorbing at ∼520 nm
  作者：Peter Šebej、Jürgen Wintner、Pavel Müller、Tomáš Slanina、Jamaludin Al Anshori、Lovely Angel Panamparambil Antony、Petr Klán、Jakob Wirz

  DOI：10.1021/jo301455n

  日期：2013.3.1

  A new photoremovable protecting group, (6-hydroxy-3-oxo-3H-xanthen-9-yl)methyl (1), with a molar absorption coefficient e of similar to 4 x 10(4) m(-1) cm(-1) at similar to 520 nm for the release of carboxylates or phosphates is reported. Three derivatives of 1 (diethyl phosphate, acetate, and bromide) were isolated as complexes with DDQ and shown to release the ligands with quantum yields <= 2.4% in aqueous solution.