5-氯间苯二甲醛 | 105511-08-8

• 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: 5-氯间苯二甲醛
• 英文名称: 2,6-diformyl-4-chlorophenol
• 英文别名: 5-Chloroisophthalaldehyde；5-chlorobenzene-1,3-dicarbaldehyde
• CAS: 105511-08-8
• 化学式: C₈H₅ClO₂
• mdl: MFCD08690088
• 分子量: 168.579
• InChiKey: DEJPUVFMAXMJHR-UHFFFAOYSA-N

物化性质

• 沸点：
  280.0±25.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2913000090

反应信息

• 作为反应物：
  描述：

  邻苯二胺 、 holmium(III) nitrate hexahydrate 、 5-氯间苯二甲醛 以 乙腈 为溶剂， 以36%的产率得到
  参考文献：
  名称：

  氯和溴取代的18元四氮杂大环镧系元素（III）配合物的合成

  摘要：

  摘要氯取代的18元四氮杂大环，14,29-二氯-3,10,18,25-四氮杂五环[25.3.1.112,16.04,9.019,24] dotriaconta-1（31）的镧系元素（III）配合物，2,4,6,8,10,12,14,16（32），17,19,21,23,25,27,29-十六碳烯-31,32-二醇（H2L4），且溴取代18元四唑氮杂环，14,29-dibromo-3,10,18,25-四氮杂五环[25.3.1.112,16.04,9.019,24] dotriaconta-1（31），2,4,6,8,10,12，通过2,6-二甲酰基-4-氯苯酚的模板缩合反应合成了14,16（32），17,19,21,23,25,27,29-十六碳烯-31,32-二醇（H2L5）在水合硝酸镧系元素（III）在乙腈中存在的情况下，分别将2,6-二甲酰基-4-溴苯酚与1,2-二氨基苯合并使用。组

  DOI：

  10.1016/s0277-5387(99)00016-9

文献信息

• Two Component Recyclable Heterogeneous Catalyst, Process for Preparation Thereof and its Use for Preparation of Amines
  申请人：Likhar Pravin R.

  公开号：US20110313158A1

  公开（公告）日：2011-12-22

  The invention describes the development of highly efficient, recyclable two component system, CuAl-hydrotalcite/rac 1,1′-Binaphthalene-2,2′-diol catalytic system for the N-alkylation of electron deficient aryl chlorides in presence of potassium carbonate as a base at room temperature in 3-6 h, wherein the process is provided for the preparation of various secondary amines via C—N coupling reaction of aliphatic amines(aliphatic open chain, acyclic, benzyl amines and heterocyclic amines) with various aryl chlorides.

  该发明描述了开发高效、可回收的两组分体系，CuAl-水滑石/rac 1,1′-联萘-2,2′-二酚催化系统，用于在室温下在3-6小时内以碳酸钾为碱催化芳基氯化物的N-烷基化反应，其中该过程提供了通过脂肪胺（脂肪开链、无环、苄胺和杂环胺）与各种芳基氯化物进行C—N偶联反应制备各种二级胺的方法。
• Cyanation of haloaromatics utilizing catalysts generated in situ starting with NiCl2 or NiCl2 6H2O
  申请人：OCCIDENTAL CHEMICAL CORPORATION

  公开号：EP0384392A1

  公开（公告）日：1990-08-29

  Aromatic halide is converted to aromatic nitrile, e.g., p-chlorobenzotrifluoride is converted to 4-(trifluoromethyl)benzonitrile, utilizing Ni(Pφ₃)₃ as a catalyst where said catalyst is formed starting with NiCl₂ or NiCl₂·6H₂O where formation of said catalyst starting with NiCl₂ or NiCl₂·6H₂O and conversion of halide to nitrile are carried out in a single reactor vessel. The method comprises the steps of (a) forming catalyst by steps comprising (i) forming essentially dry Ni(Pφ₃)Cl₂ in situ in said reactor vessel starting with NiCl₂ or NiCl₂·6H₂O, (ii) reacting said essentially dry Ni(Pφ₃)₂Cl₂ with Pφ₃ in the presence of a reducing metal in C₂-C₅ alcohol or aprotic polar reaction solvent in said reactor vessel to produce Ni(Pφ₃)₃ catalyst therein, and (b) adding said halide into said reactor vessel to form a complex in C₂-C₅ alcohol or aprotic polar reaction solvent from said halide and said catalyst and adding alkali metal cyanide to convert halogen to CN and thereby produce nitrile. When anhydrous NiCl₂ is a starting material, steps (a)(i) and (a)(ii) are preferably carried out as a single step where anhydrous NiCl₂ and at least three equivalents of Pφ₃ are added to C₂-C₅ alcohol or aprotic polar solvent followed by addition of reducing metal powder and reaction is carried out to convert NiCl₂ to Ni(Pφ₃)₃ with intermediate formation of Ni(Pφ₃)₂Cl₂. When NiCl₂·6H₂O is a starting material, essentially dry Ni(Pφ₃)₂Cl₂ is formed in step (a)(i) by forming an admixture thereof with azeotrope-forming liquid (e.g., anhydrous C₂-C₅ alcohol or aprotic polar solvent or toluene) and heating to distill off water and forming essentially dry NiCl₂ which is converted to essentially dry Ni(Pφ₃)₂Cl₂ or the NiCl₂·6H₂O is reacted with Pφ₃ to form wet Ni(Pφ₃)₂Cl₂ which is dried by forming an azeotropic mixture and distilling to remove water or by heating or the NiCl₂·6H₂O is made essentially dry by heating with or without Pφ₃ present in the absence of reaction solvent to flash off water and form essentially dry NiCl₂ which is reacted with Pφ₃. The preferred C₂-C₅ alcohol is t-butanol which minimizes formation of hydrodehalogenation side-product in step (b) compared to other alcohols. The preferred aprotic polar solvent is acetonitrile.

  芳香卤化物可以转化为芳香腈，例如，使用Ni(Pφ₃)₃作为催化剂，p-氯苯三氟甲烷可以转化为4-(三氟甲基)苯腈。所述催化剂由NiCl₂或NiCl₂·6H₂O开始形成，其中利用单个反应器容器进行所述催化剂的形成，开始于NiCl₂或NiCl₂·6H₂O，同时进行卤代物到腈的转化。该方法包括以下步骤：(a)通过以下步骤形成催化剂：(i)在反应器容器中开始形成基本干燥的Ni(Pφ₃)Cl₂，开始于NiCl₂或NiCl₂·6H₂O，(ii)在还原金属和C₂-C₅醇或无极性极性反应溶剂的存在下，在反应器容器中反应所述基本干燥的Ni(Pφ₃)₂Cl₂和Pφ₃，以在其中产生Ni(Pφ₃)₃催化剂，以及(b)将所述卤代物加入所述反应器容器中，以从所述卤代物和所述催化剂中形成C₂-C₅醇或无极性极性反应溶剂的复合物，并添加碱金属氰化物以将卤素转化为CN并因此产生腈。当无水NiCl₂为起始材料时，步骤(a)(i)和(a)(ii)最好作为单个步骤进行，其中将无水NiCl₂和至少三当量的Pφ₃加入C₂-C₅醇或无极性极性溶剂中，然后加入还原金属粉末并进行反应，以转化NiCl₂为Ni(Pφ₃)₃，中间形成Ni(Pφ₃)₂Cl₂。当NiCl₂·6H₂O为起始材料时，在步骤(a)(i)中通过将其与共沸液形成的液体（例如，无水C₂-C₅醇或无极性极性溶剂或甲苯）混合并加热以蒸馏水并形成基本干燥的NiCl₂，然后将其转化为基本干燥的Ni(Pφ₃)₂Cl₂，或者通过将NiCl₂·6H₂O与Pφ₃反应形成湿的Ni(Pφ₃)₂Cl₂，然后通过形成共沸混合物并蒸馏去除水或加热干燥来将其干燥，或者通过在无反应溶剂的情况下加热或不加Pφ₃的情况下加热，使NiCl₂·6H₂O基本干燥并闪蒸水，形成基本干燥的NiCl₂，然后与Pφ₃反应。首选的C₂-C₅醇是叔丁醇，与其他醇相比可以最小化步骤(b)中的脱卤反应副产物的形成。首选的无极性极性溶剂是乙腈。
• Ultrathin polymeric imine films and process for making the same
  申请人：Research Development Corporation of Japan

  公开号：EP0188675A1

  公开（公告）日：1986-07-30

  @ Novel ultrathin unit layers and built-up multilayers are obtained when a spreadable polyfunctional aldehyde or its precursor, particularly the alkyl Schiff base formed by its condensation with an alkyl amine, is spread on the surface of an aqueous subphase containing a diamine. The resulting polymeric imine unit layers were transferred and built up on substrates which included quartz, aluminium and chrome- plated glass, and semiconductors.

  将可铺展的多官能团醛或其前体，特别是其与烷基胺缩合形成的烷基希夫碱，铺展在含有二胺的水相表面，可获得新颖的超薄单元层和堆积多层膜。 在包括石英、镀铝和镀铬玻璃以及半导体在内的基底上转移和堆积由此产生的聚合亚胺单元层。
• Process for making ultrathin polyheteroaromatic films
  申请人：Research Development Corporation of Japan

  公开号：EP0236737B1

  公开（公告）日：1992-08-05
• US4681799A
  申请人：——

  公开号：US4681799A

  公开（公告）日：1987-07-21