1-Bromo-4-methoxy-2-(2-methoxyethoxymethyl)benzene | 350601-29-5

• 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: 1-Bromo-4-methoxy-2-(2-methoxyethoxymethyl)benzene
• CAS: 350601-29-5
• 化学式: C₁₁H₁₅BrO₃
• 分子量: 275.142
• InChiKey: PVYWDZIURNRRIL-UHFFFAOYSA-N

物化性质

• 沸点：
  318.1±32.0 °C(Predicted)
• 密度：
  1.321±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Bromo-4-methoxy-2-(2-methoxyethoxymethyl)benzene 在 正丁基锂 、 草酰氯 、 tris(dibenzylideneacetone)dipalladium (0) 、 三叔丁基膦 、 二异丁基氢化铝 、 二甲基亚砜 、 三乙胺 、 cesium fluoride 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 16.08h， 生成 2,6-二-[4-甲氧基-2-(2-甲氧基-乙氧基甲基)-苯基]-吡啶-4-甲醛
  参考文献：
  名称：

  Structural studies of biarylpyridines fluorophores lead to the identification of promising long wavelength emitters for use in fluorescent chemosensors

  摘要：

  Fluorescent chemosensors-molecules whose fluorescence emission changes in response to a reversible binding event-require both a substrate binding domain and a reporting fluorophore. Our approach to chemosensor development is based on a combination of a new signaling mechanism and a modular fluorophore synthesis. The latter feature has facilitated detailed study of the properties of polyarylpyridine fluorophores, and has led to the identification of a visibly-emissive pyridine as a promising lead structure for chemosensor development. The results of this study are described herein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.049
• 作为产物：
  描述：

  2-溴-5-甲氧基甲苯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 sodium hydride 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 19.0h， 生成 1-Bromo-4-methoxy-2-(2-methoxyethoxymethyl)benzene
  参考文献：
  名称：

  Structural studies of biarylpyridines fluorophores lead to the identification of promising long wavelength emitters for use in fluorescent chemosensors

  摘要：

  Fluorescent chemosensors-molecules whose fluorescence emission changes in response to a reversible binding event-require both a substrate binding domain and a reporting fluorophore. Our approach to chemosensor development is based on a combination of a new signaling mechanism and a modular fluorophore synthesis. The latter feature has facilitated detailed study of the properties of polyarylpyridine fluorophores, and has led to the identification of a visibly-emissive pyridine as a promising lead structure for chemosensor development. The results of this study are described herein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.049

文献信息

• Dual-Signaling Fluorescent Chemosensors Based on Conformational Restriction and Induced Charge Transfer
  作者：Jesse V. Mello、Nathaniel S. Finney

  DOI：10.1002/1521-3773(20010417)40:8<1536::aid-anie1536>3.0.co;2-r

  日期：2001.4.17

  Twist and shout! By restricting conformation, 2,6-biarylpyridines can be induced to "speak" to us through increased fluorescence emission. In combination with induced charge transfer, this allows these simple fluorophores to reveal otherwise silent binding events to alkali metal and alkaline earth cations through brightening and color change (see picture; from left to right: no metal, Li+ , Mg2+ ,

  扭曲和喊叫！通过限制构象，可以通过增加的荧光发射来诱导2,6-联芳基吡啶对我们“说话”。结合感应的电荷转移，这使这些简单的荧光团可以通过增亮和颜色变化来揭示与碱金属和碱土金属阳离子的其他沉默结合事件（参见图片；从左至右：无金属，Li +，Mg 2+和Ca 2+）。
• [EN] ARYLPYRIDINE COMPOUNDS<br/>[FR] COMPOSES D'ARYLPYRIDINE
  申请人：UNIV CALIFORNIA

  公开号：WO2004046103A3

  公开（公告）日：2005-02-24
• Exploiting the Versatile Assembly of Arylpyridine Fluorophores for Wavelength Tuning and SAR
  作者：Albert G. Fang、Jesse V. Mello、Nathaniel S. Finney

  DOI：10.1021/ol0272287

  日期：2003.4.1

  [GRAPHICS]The facile modular assembly of polyarylpyridine fluorophores provides two important advantages in the development of fluorescent chemosensors: it allows rapid dissection of the structural requirements for fluorescent chemosensing and it allows dramatic tuning of emission wavelength by changes in a substituent remote from the binding site.