6-amino-2,3-naphthalenedicarboxylic acid | 1243151-51-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-amino-2,3-naphthalenedicarboxylic acid
• 英文别名: 6-Aminonaphthalene-2,3-dicarboxylic acid
• CAS: 1243151-51-0
• 化学式: C₁₂H₉NO₄
• 分子量: 231.208
• InChiKey: LWMLJNYJNBKHBI-UHFFFAOYSA-N

物化性质

• 沸点：
  486.8±40.0 °C(Predicted)
• 密度：
  1.532±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-amino-2,3-naphthalenedicarboxylic acid 在 盐酸 、 sodium nitrite 、 copper(l) chloride 作用下， 以 水 为溶剂， 反应 1.0h， 以89%的产率得到6-Chloronaphthalene-2,3-dicarboxylic acid
  参考文献：
  名称：

  Unusual large Stokes shift and solvatochromic fluorophore: Synthesis, spectra, and solvent effect of 6-substituted 2,3-naphthalimide

  摘要：

  In this article four new series of 6-substituted 2 3-naphthalimides (1a-d 2a-d 3a-d 4a-d and 4 e-h) have been designed and synthesized through the formation of key cyclic anhydride intermediate which was the precursor of the well known environment-sensitive fluorophore [6-N,N-dimethylammonaphthalimides (6-DMN)] and other 6-substituted 2 3-naphthalimide series (2 3 4) Based on 6-amino-2 3-naphthalimide (6-ANP) compound a new type of fluorophore was found to exhibit moderate to unusual large Stokes shift (297-303 nm) 6-ANP derivatives display relatively low fluorescence quantum yields in high polar protic solvents such as water (Phi(F) similar to 0 004 571-576 nm) and a significant unusual red shift due to (1) hydrogen bonding interaction of the excited state of the molecule with the solvents which presumably enhance the intersystem crossing process in the system to quench fluorescence (2) this large Stokes shift was assumed to be the consequence of a substantial change of the geometric structure from the ground state (S-0) to the first excited state (S-1)) Compared with the other compounds studied the fluorescence of the nitro- and halo-derivatives was rather weak probably due to the efficient intersystem crossing leading to a non-reactive triplet state (C) 2010 Elsevier B V All rights reserved

  DOI：

  10.1016/j.jphotochem.2010.09.002
• 作为产物：
  描述：

  6-nitronaphthalene-2,3-dicarboxylic acid 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 以85%的产率得到6-amino-2,3-naphthalenedicarboxylic acid
  参考文献：
  名称：

  Unusual large Stokes shift and solvatochromic fluorophore: Synthesis, spectra, and solvent effect of 6-substituted 2,3-naphthalimide

  摘要：

  In this article four new series of 6-substituted 2 3-naphthalimides (1a-d 2a-d 3a-d 4a-d and 4 e-h) have been designed and synthesized through the formation of key cyclic anhydride intermediate which was the precursor of the well known environment-sensitive fluorophore [6-N,N-dimethylammonaphthalimides (6-DMN)] and other 6-substituted 2 3-naphthalimide series (2 3 4) Based on 6-amino-2 3-naphthalimide (6-ANP) compound a new type of fluorophore was found to exhibit moderate to unusual large Stokes shift (297-303 nm) 6-ANP derivatives display relatively low fluorescence quantum yields in high polar protic solvents such as water (Phi(F) similar to 0 004 571-576 nm) and a significant unusual red shift due to (1) hydrogen bonding interaction of the excited state of the molecule with the solvents which presumably enhance the intersystem crossing process in the system to quench fluorescence (2) this large Stokes shift was assumed to be the consequence of a substantial change of the geometric structure from the ground state (S-0) to the first excited state (S-1)) Compared with the other compounds studied the fluorescence of the nitro- and halo-derivatives was rather weak probably due to the efficient intersystem crossing leading to a non-reactive triplet state (C) 2010 Elsevier B V All rights reserved

  DOI：

  10.1016/j.jphotochem.2010.09.002

文献信息

• METHOD FOR PRODUCING ORGANIC COMPOUND
  申请人：Unitika Ltd.

  公开号：EP3819283A1

  公开（公告）日：2021-05-12

  The present invention provides a production method of an organic compound, in which a reaction is performed between functional groups without using any solvents. The present invention relates to a production method of an organic compound, in which a reaction is performed between functional groups by using a mechanochemical effect.

  本发明提供了一种有机化合物的生产方法，其中官能团之间的反应是在不使用任何溶剂的情况下进行的。本发明涉及一种有机化合物的生产方法，其中官能团之间的反应是通过机械化学效应进行的。
• PRODUCTION METHOD OF ORGANIC COMPOUND
  申请人：UNITIKA LTD.

  公开号：US20210139390A1

  公开（公告）日：2021-05-13

  The present invention provides a production method of an organic compound, in which a reaction is performed between functional groups without using any solvents. The present invention relates to a production method of an organic compound, in which a reaction is performed between functional groups by using a mechanochemical effect.
• [EN] METHOD FOR PRODUCING ORGANIC COMPOUND<br/>[FR] PROCÉDÉ DE PRODUCTION D'UN COMPOSÉ ORGANIQUE<br/>[JA] 有機化合物の製造方法
  申请人：UNITIKA LTD

  公开号：WO2020009016A1

  公开（公告）日：2020-01-09

  本発明は、溶媒を使用することなく、官能基同士の反応を行う、有機化合物の製造方法を提供する。本発明は、メカノケミカル効果により官能基同士の反応を行うことを特徴とする有機化合物の製造方法に関する。