1-p-Chlorphenyl-4-methyl-5-tetrazolon | 54246-60-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-p-Chlorphenyl-4-methyl-5-tetrazolon
• 英文别名: 1-(4-chlorophenyl)-4-methyl-1H-tetrazol-5(4H)-one；1-(4-chloro-phenyl)-4-methyl-1,4-dihydro-tetrazol-5-one；1-(4-Chlorophenyl)-4-methyltetrazol-5-one
• CAS: 54246-60-5
• 化学式: C₈H₇ClN₄O
• 分子量: 210.623
• InChiKey: ZUBZYFAJJOJLBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-p-Chlorphenyl-4-methyl-5-tetrazolon 在 tetraphosphorus decasulfide 作用下， 以 甲苯 为溶剂， 以84%的产率得到1-(4-chlorophenyl)-4-methyl-1H-tetrazole-5(4H)-thione
  参考文献：
  名称：

  Electronic properties of 1-methyl-4-phenyl-1H-tetrazole-5(4H)-thiones: An experimental and theoretical study

  摘要：

  The syntheses of 1-(4-methoxyphenyl)1-4-methyl-1H-tetrazol-5(4H)-thione 1a, 1-methyl-4-phenyl-1H-tetrazole-5(4H)-thione 1b, 1-(4-chlorophenyt)-4-methyl-1H-tetrazol-5(4H)-thione 1c, 1-methyl-4-(4-nitrophenyl)-1H-tetrazol-5(4H)-thione 1d were carried out and their electronic absorption spectra were obtained in cyclohexane, THF, and acetonitrile. The UV spectra of la-d showed a modest dependence on the polarity of the solvent. The change of substituent on the tetrazolethione ring from a strongly electron donating group (p-C6H4OMe, 1a), to a moderately electron donating (C6H5, 1b) to a weakly electron withdrawing group (p-C6H4Cl, 1c) also produced minimal effect on the electronic properties of la-c. However, the presence of a strongly electron withdrawing group (p-C6H4NO2, 1d) on the heterocyclic ring produced a marked change in the UV spectrum. Time-dependent density functional calculations revealed that all the bands result from pi ->pi* excitations with some degree of intramolecular charge transfer (ICT) within the molecules. Our studies further showed that as the acceptor strength is increased in the order: la (p-C6H4OMe) < 1b (C6H5) < 1c (p-C6H4Cl) < 1d (p-C6H4NO2), the ICT also increases. In accordance with the experimental observations, the calculated transitions also showed modest dependence on the polarity of the solvent. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.05.049
• 作为产物：
  描述：

  1-(4-氯苯基)-2H-四唑-5-酮 、 硫酸二甲酯 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以88%的产率得到1-p-Chlorphenyl-4-methyl-5-tetrazolon
  参考文献：
  名称：

  Electronic properties of 1-methyl-4-phenyl-1H-tetrazole-5(4H)-thiones: An experimental and theoretical study

  摘要：

  The syntheses of 1-(4-methoxyphenyl)1-4-methyl-1H-tetrazol-5(4H)-thione 1a, 1-methyl-4-phenyl-1H-tetrazole-5(4H)-thione 1b, 1-(4-chlorophenyt)-4-methyl-1H-tetrazol-5(4H)-thione 1c, 1-methyl-4-(4-nitrophenyl)-1H-tetrazol-5(4H)-thione 1d were carried out and their electronic absorption spectra were obtained in cyclohexane, THF, and acetonitrile. The UV spectra of la-d showed a modest dependence on the polarity of the solvent. The change of substituent on the tetrazolethione ring from a strongly electron donating group (p-C6H4OMe, 1a), to a moderately electron donating (C6H5, 1b) to a weakly electron withdrawing group (p-C6H4Cl, 1c) also produced minimal effect on the electronic properties of la-c. However, the presence of a strongly electron withdrawing group (p-C6H4NO2, 1d) on the heterocyclic ring produced a marked change in the UV spectrum. Time-dependent density functional calculations revealed that all the bands result from pi ->pi* excitations with some degree of intramolecular charge transfer (ICT) within the molecules. Our studies further showed that as the acceptor strength is increased in the order: la (p-C6H4OMe) < 1b (C6H5) < 1c (p-C6H4Cl) < 1d (p-C6H4NO2), the ICT also increases. In accordance with the experimental observations, the calculated transitions also showed modest dependence on the polarity of the solvent. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.05.049

文献信息

• ANTHRANILIC ACID DIAMIDE DERIVATIVE WITH HETERO-AROMATIC AND HETERO-CYCLIC SUBSTITUENTS
  申请人：Alig Bernd

  公开号：US20100029478A1

  公开（公告）日：2010-02-04

  The present invention relates to new insecticides of the formula (I) in which R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , A, Q and n can have the definitions stated in the description, to a number of processes for preparing them and to their use as active compounds, more particularly to their use as pest control compositions.

  本发明涉及公式(I)的新杀虫剂，其中R1、R2、R3、R4、R5、R6、A、Q和n可以有描述中所述的定义，涉及多种制备它们的过程，以及它们作为活性化合物的用途，特别是作为杀虫剂组合物的用途。
• 2-(het)aryl-substituted fused heterocycle derivatives as pesticides
  申请人：Bayer CropScience Aktiengesellschaft

  公开号：US10745398B2

  公开（公告）日：2020-08-18

  The invention relates to novel compounds of the formula (I) in which R1, R2, R3, A1, V, X and n have the meanings given above, to their use as acaricides and/or insecticides for controlling animal pests and to processes and intermediates for their preparation.

  本发明涉及式 (I) 的新型化合物 其中 R1、R2、R3、A1、V、X 和 n 具有上述含义、 它们用作控制动物害虫的杀螨剂和/或杀虫剂，以及制备它们的工艺和中间体。
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