2-(5-溴-2-硝基苯基)丙基甲基碳酸酯 | 364736-17-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(5-溴-2-硝基苯基)丙基甲基碳酸酯
• 英文名称: 2-(5-bromo-2-nitrophenyl)propyl methyl carbonate
• 英文别名: Carbonic acid, 2-(5-bromo-2-nitrophenyl)propyl methyl ester
• CAS: 364736-17-4
• 化学式: C₁₁H₁₂BrNO₅
• 分子量: 318.124
• InChiKey: RLWHWYZXEIBFBY-UHFFFAOYSA-N

物化性质

• 沸点：
  401.7±35.0 °C(Predicted)
• 密度：
  1.512±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(3-ethylphenyl)acetamide 在 硫酸 、 potassium tert-butylate 、 氢溴酸 、 硝酸 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 三乙胺 、 叔丁醇 为溶剂， 反应 5.33h， 生成 2-(5-溴-2-硝基苯基)丙基甲基碳酸酯
  参考文献：
  名称：

  核苷的光不稳定保护基团：2-(2-硝基苯基)乙基基团的机理研究

  摘要：

  通过纳秒激光闪光光解和固定照明实验以及量子产率和产物分布的定量 HPLC 分析，研究了几种 2-(2-硝基苯基) 乙基笼化合物（包括笼状胸苷核苷）的光化学。通过分别改变 MeCN/H2O 混合物中的 H2O 含量和 HCl 浓度来研究溶剂碱度和酸度的影响。对于所研究的所有化合物 1-7，发现通过硝基从环外 a 位相对于芳基部分夺取分子内 H 是主要过程。生成的硝基化合物的质子解离平衡在 0.1 - 10 ms 时间范围内进行动力学表征。通常，两个反应通道竞争硝基化合物及其阴离子：笼形化合物的 b-消除从阴离子发生，而从未解离的酸硝基化合物中，形成亚硝基苯衍生物，不释放笼形化合物。这两个反应通道的产率可以通过改变酸硝基化合物的质子解离平衡来控制。在具有低碱度（无 H2O 的 MeCN）或高酸度（H2O/MeCN 中的 HCl 浓度较高）的溶液中，会形成两种尚未确定的产品，每种产品都专门针对上述条件之一。

  DOI：

  10.1002/1522-2675(20010613)84:6<1601::aid-hlca1601>3.0.co;2-s

文献信息

• Method of cleaving labile functional groups from chemical compounds
  申请人：Stengele Klaus-Peter

  公开号：US20050170281A1

  公开（公告）日：2005-08-04

  The present invention provides a method of cleaving labile functional groups from molecules by exposure to electromagnetic radiation in which the molecules are contacted with a chemical compound whose triplet state is energetically higher than the triplet state of the labile functional group and are then exposed to electromagnetic radiation, with the labile functional group and the suitable chemical compound having different absorption maxima for electromagnetic radiation. Further, the invention provides a method of manufacturing DNA chips by spatially addressed, light-controlled nucleotide synthesis on solid substrates. In addition, the present invention provides a chemical composition comprising a molecule with a labile functional group and a chemical compound whose triplet state is higher than the triplet state of the labile functional group, with the labile functional group and the chemical compound having different absorption maxima for electromagnetic radiation, and describes the use of the chemical composition in the manufacture of DNA chips.

  本发明提供了一种通过暴露于电磁辐射来裂解分子中的易损官能团的方法，在该方法中，分子与三重态能量高于易损官能团的三重态的化合物接触，然后暴露于电磁辐射，易损官能团和合适的化合物对电磁辐射具有不同的吸收最大值。此外，本发明还提供了一种通过在固体基底上进行空间寻址、光控核苷酸合成来制造 DNA 芯片的方法。此外，本发明还提供了一种化学组合物，该化学组合物包括具有易变官能团的分子和三重态高于易变官能团三重态的化合物，易变官能团和化合物对电磁辐射具有不同的吸收最大值，并描述了该化学组合物在制造 DNA 芯片中的用途。
• A METHOD OF CLEAVING LABILE FUNCTIONAL GROUPS FROM CHEMICAL COMPOUNDS
  申请人：Chemogenix GmbH

  公开号：EP1519941A2

  公开（公告）日：2005-04-06
• Method for cleavage of labile functional groups from chemical compounds
  申请人：Steiner Ulrich

  公开号：US20050255403A1

  公开（公告）日：2005-11-17

  The present invention provides a method for cleavage of labile functional groups from molecules by the action of electromagnetic radiation, wherein the molecules are contacted with a chemical compound whose triplet state is energetically higher than the triplet state of the labile functional group, and are subsequently exposed to electromagnetic radiation. Further, the invention provides a method for preparing DNA chips by spatially addressed, light-controlled nucleotide synthesis on solid substrates, said method comprising the following steps: a) reacting the unprotected terminal 3′ or 5′ hydroxy croup of a nucleoside and/or of a nucleotide arranged on the solid substrate under usual conditions with a photolabile protective group and optionally purifying the reaction product. b) applying a solution, suspension or dispersion of a chemical compound, whose triplet state is energetically higher than the triplet state of the photolabile protective group. to the surface of the carrier, said surface comprising the nucleotides and/or nucleosides modified in step a): c) irradiating, in a spatially selective manner, the surface of the carrier treated in step b) with electromagnetic radiation in the UV/VIS range with simultaneous, spatially selective release of a reactive OH group and subsequently reacting it with a nucleoside and/or nucleotide comprising a 5′ or 3′OH group, said nucleoside and/or nucleotide being further provided with a photolabile functional group. Moreover, the present invention provides a chemical composition comprising a molecule having a labile functional group, as well as a chemical compound whose triplet state is higher than the triplet state of the labile functional group, and it describes the use of the chemical composition for preparing DNA chips.
• US7598019B2
  申请人：——

  公开号：US7598019B2

  公开（公告）日：2009-10-06
• [EN] A METHOD OF CLEAVING LABILE FUNCTIONAL GROUPS FROM CHEMICAL COMPOUNDS<br/>[FR] PROCEDE DE CLIVAGE DE GROUPES LABILES FONCTIONNELS DE COMPOSES CHIMIQUES
  申请人：CHEMOGENIX GMBH

  公开号：WO2004001033A2

  公开（公告）日：2003-12-31

  The present invention provides a method of cleaving labile functional groups from molecules by exposure to electromagnetic radiation in which the molecules are contacted with a chemical compound whose triplet state is energetically higher than the triplet state of the labile functional group and are then exposed to electromagnetic radiation, with the labile functional group and the suitable chemical compound having different absorption maxima for electromagnetic radiation. Further, the invention provides a method of manufacturing DNA chips by spatially addressed, light-controlled nucleotide synthesis on solid substrates. In addition, the present invention provides a chemical composition comprising a molecule with a labile functional group and a chemical compound whose triplet state is higher than the triplet state of the labile functional group, with the labile functional group and the chemical compound having different absorption maxima for electromagnetic radiation, and describes the use of the chemical composition in the manufacture of DNA chips.