2-iodo-5-hydroxyphenylboronic acid | 1447963-00-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-iodo-5-hydroxyphenylboronic acid
• 英文别名: (5-hydroxy-2-iodophenyl)boronic acid
• CAS: 1447963-00-9
• 化学式: C₆H₆BIO₃
• 分子量: 263.827
• InChiKey: SCGLUORNVGUVDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  434.4±55.0 °C(Predicted)
• 密度：
  2.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.32
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-iodo-5-hydroxyphenylboronic acid 在 potassium carbonate 、 potassium iodide 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 36.0h， 生成 tert-butyl N-[3-[3-(2,4-diaza-3-boratricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaen-3-yl)-4-iodophenoxy]propyl]carbamate
  参考文献：
  名称：

  Solid-supported ortho-iodoarylboronic acid catalyst for direct amidation of carboxylic acids

  摘要：

  Amides are a ubiquitous class of organic compounds endowed with great utility. There is a need for simple and effective catalytic methods for their direct formation from carboxylic acids and amines as a way to avoid the use of coupling reagents. We have designed a recyclable resin-supported derivative of 5-methoxy-2-iodophenylboronic acid as a heterogeneous catalyst active in ambient conditions for promoting direct amidations of aliphatic carboxylic acids and amines. The optimal, practical procedure involves a simple double-filtration to isolate the amide product while separating the catalyst from residual molecular sieves. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.043
• 作为产物：
  描述：

  3-甲氧基苯硼酸 在 碘 、 三溴化硼 、 silver nitrate 作用下， 以 正庚烷 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 2-iodo-5-hydroxyphenylboronic acid
  参考文献：
  名称：

  Solid-supported ortho-iodoarylboronic acid catalyst for direct amidation of carboxylic acids

  摘要：

  Amides are a ubiquitous class of organic compounds endowed with great utility. There is a need for simple and effective catalytic methods for their direct formation from carboxylic acids and amines as a way to avoid the use of coupling reagents. We have designed a recyclable resin-supported derivative of 5-methoxy-2-iodophenylboronic acid as a heterogeneous catalyst active in ambient conditions for promoting direct amidations of aliphatic carboxylic acids and amines. The optimal, practical procedure involves a simple double-filtration to isolate the amide product while separating the catalyst from residual molecular sieves. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.043