MHBO | 1351974-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: MHBO
• 英文别名: 2-(1,3-Benzoxazol-2-yl)-3-methoxyphenol；2-(1,3-benzoxazol-2-yl)-3-methoxyphenol
• CAS: 1351974-01-0
• 化学式: C₁₄H₁₁NO₃
• 分子量: 241.246
• InChiKey: XMCXIDSZTWUTCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,6-二甲氧基苯甲醛 在 氧气 、 palladium diacetate 、 三溴化硼 、 caesium carbonate 作用下， 以 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 56.0h， 生成 MHBO
  参考文献：
  名称：

  Rotational Energy Barrier of 2-(2′,6′-Dihydroxyphenyl)benzoxazole: A Case Study by NMR

  摘要：

  2-(2'-Hydroxyphenyl)benzoxazole (HBO) derivatives represent an important class of luminescent materials, as they can undergo excited state intramolecular proton transfer (ESIPT). The material's ESIPT properties are dependent on the ratio of two different rotamers, whose interconversion is poorly understood. By using HBO derivative 4, the rotational energy barrier of 2- (2;6'-hydroxyphenyl)benzoxazole is determined to be 10.5 kcal/mol by variable-temperature NMR. Although a HBO derivative typically exhibits two rotamers with O center dot center dot center dot H-O (e.g., 1a) and N center dot center dot center dot H-O bonding (e.g., 1b), correlation of NMR with fluorescence data reveals that the rotamer with N center dot center dot center dot H-O bonding is predominant in the solution.

  DOI：

  10.1021/jo201890f

文献信息

• Rotational Energy Barrier of 2-(2′,6′-Dihydroxyphenyl)benzoxazole: A Case Study by NMR
  作者：Weihua Chen、Eric B. Twum、Linlin Li、Brian D. Wright、Peter L. Rinaldi、Yi Pang

  DOI：10.1021/jo201890f

  日期：2012.1.6

  2-(2'-Hydroxyphenyl)benzoxazole (HBO) derivatives represent an important class of luminescent materials, as they can undergo excited state intramolecular proton transfer (ESIPT). The material's ESIPT properties are dependent on the ratio of two different rotamers, whose interconversion is poorly understood. By using HBO derivative 4, the rotational energy barrier of 2- (2;6'-hydroxyphenyl)benzoxazole is determined to be 10.5 kcal/mol by variable-temperature NMR. Although a HBO derivative typically exhibits two rotamers with O center dot center dot center dot H-O (e.g., 1a) and N center dot center dot center dot H-O bonding (e.g., 1b), correlation of NMR with fluorescence data reveals that the rotamer with N center dot center dot center dot H-O bonding is predominant in the solution.