四氯邻二甲苯 | 877-08-7

• 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: 四氯邻二甲苯
• 英文名称: 1,2,3,4-tetrachloro-5,6-dimethyl-benzene
• 英文别名: 3,4,5,6-Tetrachlor-1,2-dimethylbenzol；tetrachloro-o-xylene；1,2,3,4-Tetrachlor-5,6-dimethyl-benzol；1.2-Dimethyl-3,4,5,6-tetrachlor-benzol；3.4.5.6-Tetrachlor-o-xylol；Tetrachloro-o-xylen；1,2,3,4-Tetrachloro-5,6-dimethylbenzene
• CAS: 877-08-7
• 化学式: C₈H₆Cl₄
• 分子量: 243.948
• InChiKey: SCOSFGXUBLANNC-UHFFFAOYSA-N

物化性质

• 熔点：
  228°C
• 沸点：
  272.29°C (estimate)
• 密度：
  1.6545 (estimate)
• 物理描述：
  Tetrachloro-o-xylene, [solid] appears as a powdered or flaked solid. Insoluble in water. Very strongly irritates skin, eyes or mucous membranes. May be toxic by ingestion.

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2903999090

制备方法与用途

化学性质
白色针状结晶，熔点为277°C（升华）。它溶于热乙醇、乙醚、苯和四氯化碳，稍溶于冷乙醇。

用途
主要用于农药中间体的生产。

生产方法
由邻二甲苯经苯环氯化制得。具体步骤是将邻二甲苯与四氯化碳加入搪玻璃反应锅中，并使用熟铁丝作为催化剂，在室温和微负压条件下通入氯气，控制温度在40℃以下，1小时后取出熟铁丝，继续通氯，并维持温度在70℃左右至反应终点，整个过程大约需要17小时。

反应信息

• 作为反应物：
  描述：

  四氯邻二甲苯 在 硫酸 、 三氧化硫 作用下， 生成 2,3,4,5-Tetrachloro-6-methylbenzaldehyde
  参考文献：
  名称：

  Selective oxidations by sulfur trioxide

  摘要：

  DOI：

  10.1021/ja00743a046
• 作为产物：
  描述：

  3,4,5,6-tetrachloro-1,2,7,8-tetramethyl-9,10,11-trioxatetracyclo[6.2.1.02,7.03,6]undec-4-ene 以 四氯化碳 为溶剂， 生成 四氯邻二甲苯
  参考文献：
  名称：

  Criegee,R.; Huber,R., Angewandte Chemie, 1969, vol. 81, p. 749

  摘要：

  DOI：

文献信息

• ORGANIC SOLAR CELL AND PHOTODETECTOR MATERIALS AND DEVICES
  申请人：The Regents of the University of California

  公开号：US20200328357A1

  公开（公告）日：2020-10-15

  Narrow bandgap n-type small molecules are attracting attention in the near-infrared organic optoelectronics field, due to their easy tunable energy band with a molecular design flexibility. However, only a few reports demonstrate narrow bandgap non-fullerene acceptors (NFAs) that perform well in organic solar cells (OSCs), and the corresponding benefits of NFA photodiodes have not been well investigated in organic photodetectors (OPDs). Here, the ultra-narrow bandgap NFAs CO1-4F, CO1-4Cl and o-IO1 were designed and synthesized for the achieved efficient near-infrared organic photodiodes such as solar cells and photodetectors. Designing an asymmetrical CO1-4F by introducing two different π-bridges including alkylthienyl and alkoxythienyl units ultimately provides an asymmetric A-D′-D-D″-A molecular configuration. This enables a delicate modulation in energy band structure as well as maintains an intense intramolecular charge transfer characteristic of the excited state.

  窄带隙n型小分子在近红外有机光电子领域引起了关注，这是因为它们具有易于调节能带的分子设计灵活性。然而，只有少数报道表明在有机太阳能电池（OSCs）中表现良好的窄带隙非富勒烯受体（NFAs），并且NFA光电二极管的相应优势在有机光探测器（OPDs）中尚未得到很好的研究。在这里，为了实现高效的近红外有机光电二极管，如太阳能电池和光探测器，设计并合成了超窄带隙NFAs CO1-4F、CO1-4Cl和o-IO1。通过引入包括烷基噻吩基和烷氧基噻吩基在内的两种不同π-桥接体，设计了一个不对称的CO1-4F，最终提供了一个不对称的A-D′-D-D″-A分子结构。这使得能带结构得以精细调制，同时保持了激发态的强烈分子内电荷转移特性。
• Silsesquioxane derivative having functional group
  申请人：Ito Kenya

  公开号：US20060089504A1

  公开（公告）日：2006-04-27

  A conventional silsesquioxane derivative has the problems that the functional groups are restricted and the chemical structure is not readily controlled and that it is expensive. The present inventors have developed a process for producing a silsesquioxane derivative at a high yield by a simple process in order to solve such problems. The novel silsesquioxane derivative according to the present invention is controlled in a structure thereof and has a functional group, which is excellent in reactivity with a target compound, to be modified. The present invention relates to a production process for a silsesquioxane derivative represented by Formula (2), characterized by using a silicon compound represented by Formula (1). In Formula (1) and Formula (2), R is a group selected from hydrogen, alkyl, aryl and arylalkyl; M is a monovalent alkaline metal atom; at least one of Y is a group represented by Formula (3), and the remainder of Y is hydrogen; R 1 and R 2 in Formula (3) represent the same group as defined for R; and Z is a functional group or a group having a functional group.

  一种传统的六硅氧烷衍生物存在以下问题：功能基团受限、化学结构不易控制且价格昂贵。本发明人已经开发出一种通过简单工艺高产率生产六硅氧烷衍生物的方法，以解决这些问题。根据本发明的新型六硅氧烷衍生物在结构上受控，并具有与目标化合物反应活性优异的功能基团，可进行改性。本发明涉及一种生产六硅氧烷衍生物的方法，其特征在于使用化学式（1）所代表的硅化合物。在化学式（1）和化学式（2）中，R是从氢、烷基、芳基和芳基烷基中选择的基团；M是一价碱金属原子；至少一个Y是由化学式（3）表示的基团，其余的Y为氢；化学式（3）中的R1和R2代表与R定义相同的基团；Z是功能基团或具有功能基团的基团。
• POLYSILOXANE COMPOUND AND METHOD OF PRODUCING THE SAME
  申请人：Ootake Nobumasa

  公开号：US20110178313A1

  公开（公告）日：2011-07-21

  A polysiloxane represented by the formula (1) or (2): where R, R 1 , R 2 , m and n are defined in the specification.

  由公式（1）或（2）表示的聚硅氧烷：其中R、R1、R2、m和n在规范中定义。
• Silsesquioxane derivative
  申请人：Morimoto Yoshitaka

  公开号：US20050215807A1

  公开（公告）日：2005-09-29

  If chlorosilane is used in order to introduce a functional group into a silsesquioxane derivative having Si—OH, by-produced hydrogen chloride has to be treated. However, if alkoxysilane is substituted for chlorosilane, the long reaction time is required. A production process for a silsesquioxane derivative represented by Formula (2) characterized by using a compound represented by Formula (1), has been developed in order to solve such problems of conventional techniques.

  如果氯硅烷用于将官能团引入具有Si—OH的硅氧烷衍生物中，副产的氢氯酸必须进行处理。然而，如果用烷氧基硅烷替代氯硅烷，则需要较长的反应时间。为了解决传统技术的这些问题，已经开发出一种以式(1)代表的化合物为特征的式(2)所表示的硅氧烷衍生物的生产过程。
• Process for preparing high-purity, halogen-free o-phthaladehyde
  申请人：Giselbrecht Karlheinz

  公开号：US20060293542A1

  公开（公告）日：2006-12-28

  Improved process for preparing high-purity, halogen-free o-phthalaldehyde, in which a) tetrahalo-o-xylene is hydrolyzed at a temperature of 155-160° C. and a pressure of from 2 to 5 bar, where appropriate in the presence of a phase-transfer catalyst, to o-phthalaldehyde, which b) is converted in an acidic alcoholic solution at a temperature of from 0 to the reflux temperature into the corresponding dialkoxyphthalane and, subsequently, c) an acetal cleavage is effected by acid hydrolysis at a pH >1.5 to pH 7, resulting in high-purity, halogen-free o-phthalaldehyde.

  改进的工艺用于制备高纯度、无卤代的邻苯二醛，其中a）将四卤代邻二甲苯在温度为155-160°C和压力为2至5巴的条件下水解，必要时在相转移催化剂的存在下得到邻苯二醛，b）将其在酸性醇溶液中转化为相应的二烷氧基邻苯二醚，温度从0到沸点温度，随后c）通过酸性水解在pH>1.5至pH 7下进行缩醛裂解，得到高纯度、无卤代的邻苯二醛。