2-(2,4-dinitrobenzyl)-3-methylpyridine | 182070-72-0

• 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: 2-(2,4-dinitrobenzyl)-3-methylpyridine
• 英文别名: 2-[(2,4-Dinitrophenyl)methyl]-3-methylpyridine
• CAS: 182070-72-0
• 化学式: C₁₃H₁₁N₃O₄
• 分子量: 273.248
• InChiKey: XUDNVAXIGRDXCO-UHFFFAOYSA-N

物化性质

• 沸点：
  430.2±40.0 °C(Predicted)
• 密度：
  1.352±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,4-dinitrobenzyl)-3-methylpyridine 在 乙醇-D1 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 168.0h， 生成 2-(2,4-dinitrobenzyl)-3-methylpyridine-d2
  参考文献：
  名称：

  Measuring the Temperature Width of a First-Order Single Crystal to Single Crystal Phase Transition Using Solid-State NMR:  Application to the Polymorphism of 2-(2,4-Dinitrobenzyl)-3-methylpyridine

  摘要：

  Polymorphism and phase transitions in 2-(2,4-dinitrobenzyl)-3-methylpyridine were investigated using C-13 and N-15 solid-state NMR, crystallographic, and calorimetric techniques. The coexistence of two phases, A and B, over at least 8-9 K around the first-order phase transition temperature is observed by solid-state NMR and by following the decay kinetics of a thermally activated tautomerization process in a single crystal. The observations are interpreted in terms of a distribution of mesoscopic domains within the crystal, differing in their local pressure. The presence of dynamic processes on time scales shorter than minutes is excluded by both NMR measurements and tautomerization kinetics.

  DOI：

  10.1021/ja991204m
• 作为产物：
  描述：

  3-甲基吡啶 在 四(三苯基膦)钯 盐酸 、 硝酸 、 锌 作用下， 以 硫酸 为溶剂， 反应 3.0h， 生成 2-(2,4-dinitrobenzyl)-3-methylpyridine
  参考文献：
  名称：

  Proton-Transfer Processes in Well-Defined Media:  Experimental Investigation of Photoinduced and Thermal Proton-Transfer Processes in Single Crystals of 2-(2,4-Dinitrobenzyl)pyridine Derivatives

  摘要：

  A detailed spectroscopic study of photoinduced and thermally activated proton-transfer processes for a series of different crystals of 2-(2,4-dinitrobenzyl)pyridine derivatives has been performed. The quantitative analysis of ground- and excited-state activation barriers and preexponential factors in deuterated and nondeuterated crystals shows clearly that the observed photochromism is linked to a proton-transfer process. Furthermore, it is clearly seen that the supramolecular environment of the transferred proton participates in the proton-transfer process. These supramolecular effects control the relative rates and efficiencies of the observed proton-transfer processes in both the ground and excited state, yielding, at room temperature, photoproducts having lifetimes ranging between hours and weeks. At least two proton-accepting groups may be active in the abstraction of the proton from its relatively stable benzylic position. Additionally, low-temperature measurements of proton-transfer processes show that tunneling processes prevail at temperatures below 100 K only in the excited state. No evidence for tunneling could be found for ground-state processes.

  DOI：

  10.1021/jp9609242

文献信息

• TIME-TEMPERATURE INDICATOR BASED ON VALENCE ISOMERIZATIONS
  申请人：FRESHPOINT HOLDINGS SA

  公开号：EP1711809A2

  公开（公告）日：2006-10-18
• Time-temperature indicator based on valence isomerizations
  申请人：Levy Yoav

  公开号：US20070172951A1

  公开（公告）日：2007-07-26

  The present invention relates to a time temperature indicator comprising at least one indicator compound in a first isomeric form, which is converted into a second isomeric form of said indicator compound in a valence isomerization reaction without migration of an atom or chemical group attached to said indicator compound in a time and temperature dependent manner, wherein the formation of the second isomeric form is detectable by monitoring a physical characteristic of the indicator. The present invention also relates to a method of manufacturing such a time-temperature indicator comprising the steps of (a) embedding in or atop a matrix said indicator compound; and (b) inducing the formation of a metastable state of said embedded indicator compound.
• US8277749B2
  申请人：——

  公开号：US8277749B2

  公开（公告）日：2012-10-02
• [EN] TIME-TEMPERATURE INDICATOR BASED ON VALENCE ISOMERIZATIONS<br/>[FR] INDICATEUR TEMPS-TEMPERATURE BASE SUR DES ISOMERISATIONS DE VALENCE
  申请人：FRESHPOINT HOLDINGS SA

  公开号：WO2005075978A2

  公开（公告）日：2005-08-18

  The present invention relates to a time temperature indicator comprising at least one indicator compound in a first isomeric form, which is converted into a second isomeric form of said indicator compound in a valence isomerization reaction without migration of an atom or chemical group attached to said indicator compound in a time and temperature dependent manner, wherein the formation of the second isomeric form is detectable by monitoring a physical characteristic of the indicator. The present invention also relates to a method of manufacturing such a time-temperature indicator comprising the steps of (a) embedding in or atop a matrix said indicator compound; and (b) inducing the formation of a metastable state of said embedded indicator compound.
• Proton-Transfer Processes in Well-Defined Media:  Experimental Investigation of Photoinduced and Thermal Proton-Transfer Processes in Single Crystals of 2-(2,4-Dinitrobenzyl)pyridine Derivatives
  作者：Michael Scherl、Dietrich Haarer、Jean Fischer、André DeCian、Jean-Marie Lehn、Yoav Eichen

  DOI：10.1021/jp9609242

  日期：1996.1.1

  A detailed spectroscopic study of photoinduced and thermally activated proton-transfer processes for a series of different crystals of 2-(2,4-dinitrobenzyl)pyridine derivatives has been performed. The quantitative analysis of ground- and excited-state activation barriers and preexponential factors in deuterated and nondeuterated crystals shows clearly that the observed photochromism is linked to a proton-transfer process. Furthermore, it is clearly seen that the supramolecular environment of the transferred proton participates in the proton-transfer process. These supramolecular effects control the relative rates and efficiencies of the observed proton-transfer processes in both the ground and excited state, yielding, at room temperature, photoproducts having lifetimes ranging between hours and weeks. At least two proton-accepting groups may be active in the abstraction of the proton from its relatively stable benzylic position. Additionally, low-temperature measurements of proton-transfer processes show that tunneling processes prevail at temperatures below 100 K only in the excited state. No evidence for tunneling could be found for ground-state processes.