2-(2-hydroxy-5-methoxyphenyl)-1,3-dioxolane | 773101-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(2-hydroxy-5-methoxyphenyl)-1,3-dioxolane
• 英文别名: 2-(1,3-Dioxolan-2-yl)-4-methoxyphenol
• CAS: 773101-17-0
• 化学式: C₁₀H₁₂O₄
• mdl: MFCD06208930
• 分子量: 196.203
• InChiKey: NFPSOLAUFGCXBF-UHFFFAOYSA-N

物化性质

• 沸点：
  280.6±40.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxy-5-methoxyphenyl)-1,3-dioxolane 在 水 作用下， 以 甲醇 为溶剂， 以100%的产率得到乙二醇
  参考文献：
  名称：

  Photolabile Protection of 1,2- and 1,3-Diols with Salicylaldehyde Derivatives

  摘要：

  1,2- and 1,3-diols, including carbohydrates, can be readily caged as acetals of 5-methoxy- or 5-hydroxysalicylaldehydes. Irradiation of these acetals with 300 nm light results in their efficient (Phi = 0.2-0.3) cleavage, regenerating an aldehyde and a glycol in excellent chemical yield. Photoreactive 5-hydroxysalicylaldehyde acetals can be produced by mild in situ reduction of photostable p-quinone precursors.

  DOI：

  10.1021/ol802141g
• 作为产物：
  描述：

  2-羟基-5-甲氧基苯甲醛 、 乙二醇 在 tetra-N-butylammonium tribromide 、 原甲酸三乙酯 作用下， 以89%的产率得到2-(2-hydroxy-5-methoxyphenyl)-1,3-dioxolane
  参考文献：
  名称：

  Photolabile Protection of 1,2- and 1,3-Diols with Salicylaldehyde Derivatives

  摘要：

  1,2- and 1,3-diols, including carbohydrates, can be readily caged as acetals of 5-methoxy- or 5-hydroxysalicylaldehydes. Irradiation of these acetals with 300 nm light results in their efficient (Phi = 0.2-0.3) cleavage, regenerating an aldehyde and a glycol in excellent chemical yield. Photoreactive 5-hydroxysalicylaldehyde acetals can be produced by mild in situ reduction of photostable p-quinone precursors.

  DOI：

  10.1021/ol802141g

文献信息

• Photolabile Protection of 1,2- and 1,3-Diols with Salicylaldehyde Derivatives
  作者：Alexey P. Kostikov、Vladimir V. Popik

  DOI：10.1021/ol802141g

  日期：2008.11.20

  1,2- and 1,3-diols, including carbohydrates, can be readily caged as acetals of 5-methoxy- or 5-hydroxysalicylaldehydes. Irradiation of these acetals with 300 nm light results in their efficient (Phi = 0.2-0.3) cleavage, regenerating an aldehyde and a glycol in excellent chemical yield. Photoreactive 5-hydroxysalicylaldehyde acetals can be produced by mild in situ reduction of photostable p-quinone precursors.