1-bromonaphthalene-2,6-dicarboxylic acid | 860650-57-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-bromonaphthalene-2,6-dicarboxylic acid
• 英文别名: Bromo-2,6-naphthalenedicarboxylic acid
• CAS: 860650-57-3
• 化学式: C₁₂H₇BrO₄
• 分子量: 295.089
• InChiKey: FMOUJOOWTROKLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 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：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-bromonaphthalene-2,6-dicarboxylic acid 在 吡啶 、 4-二甲氨基吡啶 、 氢氧化钾 、 sodium hydroxide 、 氯化亚砜 、 硫酸 、 铜 、 N,N-二甲基甲酰胺 作用下， 以 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 77.5h， 生成 1,1'-binaphthalene-2,2',6,6'-tetracarboxylic acid
  参考文献：
  名称：

  Interpenetrating chiral 2D grid nets: hetero- versus homochiral 3D polycatenation in the crystal self-assembly of (RS)- and (R)-1,1′-binaphthalene-2,2′,6,6′-tetracarboxylic acids

  摘要：

  Crystallographic analysis of the title binaphthyl tetracid 2 revealed unique propensity to polycatenation upon crystallization of both the enantiomerically homogeneous as well as the racemic form of the axially chiral tecton. Stereochemical aspects of the polycateriation have been analyzed in three Conceptual steps, (i) formation of infinite 2D grids set up from hydrogen-bonded tecton cyclotetramers, (ii) stacking of the 2D grids, and (iii) interpenetration of the resulting stacks. In the crystal self-assembly of the enantiomerically uniform tecton, all three steps are homochiral. Conversely, in the crystal of the racemic tecton the homochiral self-assembling algorithm operates only in the steps (i) and (ii), giving rise to separate, antipodal, stacks of homochiral 2D layers. In the final step (iii), the antipodal stacks mutually interpenetrate, yielding racemic 3D polycatenated architecture within a single crystal. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.04.018
• 作为产物：
  描述：

  5-bromo-6-methylnaphthalene-2-carboxylic acid 在 氧气 、 cobalt(II) acetate 、 丁酮 作用下， 以 溶剂黄146 为溶剂， 反应 8.0h， 以70%的产率得到1-bromonaphthalene-2,6-dicarboxylic acid
  参考文献：
  名称：

  Interpenetrating chiral 2D grid nets: hetero- versus homochiral 3D polycatenation in the crystal self-assembly of (RS)- and (R)-1,1′-binaphthalene-2,2′,6,6′-tetracarboxylic acids

  摘要：

  Crystallographic analysis of the title binaphthyl tetracid 2 revealed unique propensity to polycatenation upon crystallization of both the enantiomerically homogeneous as well as the racemic form of the axially chiral tecton. Stereochemical aspects of the polycateriation have been analyzed in three Conceptual steps, (i) formation of infinite 2D grids set up from hydrogen-bonded tecton cyclotetramers, (ii) stacking of the 2D grids, and (iii) interpenetration of the resulting stacks. In the crystal self-assembly of the enantiomerically uniform tecton, all three steps are homochiral. Conversely, in the crystal of the racemic tecton the homochiral self-assembling algorithm operates only in the steps (i) and (ii), giving rise to separate, antipodal, stacks of homochiral 2D layers. In the final step (iii), the antipodal stacks mutually interpenetrate, yielding racemic 3D polycatenated architecture within a single crystal. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.04.018

文献信息

• Preparation method of naphthalene dicarboxylic acid
  申请人：Lee Jong-In

  公开号：US20060167310A1

  公开（公告）日：2006-07-27

  The present invention relates to a method for the preparation of naphthalene dicarboxylic acid, and more particularly, to a method for the preparation of naphthalene dicarboxylic acid by oxidizing dimethylnaphthalene with oxygen in air in the presence of acetic acid solvent using the metal catalysts of cobalt and manganese, and using bromine as a reaction initiator, wherein the temperature of said oxidation reaction is 155 to 180° C. The method for the preparation of naphthalene dicarboxylic acid of the invention enables the preparation of naphthalene dicarboxylic acid having high purity with a high yield in an economical way at a low temperature.

  本发明涉及一种制备萘二甲酸的方法，更具体地，涉及一种在乙酸溶剂和钴、锰金属催化剂的存在下，使用空气中的氧气氧化二甲基萘，并使用溴作为反应引发剂，其中氧化反应的温度为155至180°C的制备萘二甲酸的方法。本发明的萘二甲酸制备方法可以在低温下以经济的方式高产高纯度的制备萘二甲酸。
• Process for preparing 2,6-naphthalene-dicarboxylic acid
  申请人：Amoco Corporation

  公开号：US05183933A1

  公开（公告）日：1993-02-02

  Provided is a continuous process for producing 2,6-naphthalenedicarboxylic acid by the liquid phase oxidation of 2,6-dimethylnaphthalene comprising continuously adding to a reaction zone the oxidation reaction components comprising 2,6-dimethylnaphthalene, a source of molecular oxygen, a solvent comprising an aliphatic monocarboxylic acid, and a catalyst comprising cobalt, manganese and bromine components, wherein the atom ratio of manganese to cobalt is about 5:1 to about 0.3:1, the total of cobalt and manganese is at least about 0.40 weight percent based on the weight of solvent, and maintaining the contents of the reaction zone at a temperature of about 370.degree. F. to about 420.degree. F. and at a pressure sufficient to maintain at least a portion of the monocarboxylic acid in the liquid phase thereby oxidizing the 2,6-dimethylnaphthalene to 2,6-naphthalenedicarboxylic acid. By operating according to the process of this invention, 2,6-naphthalenedicarboxylic acid can be continuously produced in high yield and with low levels of impurities.

  提供的是一种通过液相氧化2,6-二甲基萘生产2,6-萘二甲酸的连续过程，包括连续向反应区添加氧化反应组分，其中包括2,6-二甲基萘、分子氧源、溶剂（包括脂肪族一元羧酸）和催化剂（包括钴、锰和溴成分），其中锰与钴的原子比为约5:1至约0.3:1，钴和锰的总重量至少为溶剂重量的约0.40％，并将反应区的内容保持在约370°F至约420°F的温度和足以保持至少部分一元羧酸处于液相的压力下，从而将2,6-二甲基萘氧化为2,6-萘二甲酸。通过按照本发明的方法操作，可以高产地连续生产2,6-萘二甲酸，并且杂质水平较低。
• Purification of a crude acid mixture
  申请人：——

  公开号：US20030120109A1

  公开（公告）日：2003-06-26

  The invention generally relates to a method for purifying a mixture of crude aromatic acids comprising at least one benzene carboxylic acid and at least one naphthalene carboxylic acid. The purification method of the present invention provides a purified aromatic acid mixture useful in the manufacture of ultraviolet light resistance polyesters.

  本发明一般涉及一种提纯粗芳香酸混合物的方法，该混合物包括至少一种苯羧酸和至少一种萘羧酸。本发明的提纯方法提供了一种可用于制造耐紫外线聚酯的提纯芳香酸混合物。
• PROCESS FOR PREPARING 2,6-NAPHTHALENEDICARBOXYLIC ACID----------
  申请人：AMOCO CORPORATION

  公开号：EP0562105A1

  公开（公告）日：1993-09-29
• PROCESS FOR PREPARING 2,6-NAPHTHALENEDICARBOXYLIC ACID
  申请人：BP Amoco Corporation

  公开号：EP0562105B1

  公开（公告）日：2000-04-26