1,2-bis(3-chloro-4-methylphenyl)diazene oxide | 65655-68-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-bis(3-chloro-4-methylphenyl)diazene oxide
• 英文别名: 3,3’-dichloro-4,4’-dimethylazoxybenzene；3,3'-dichloro-4,4'-dimethylazoxybenzene；3.3'-Dichlor-4.4'-dimethyl-azoxybenzol；bis-(3-chloro-4-methyl-phenyl)-diazene-N-oxide；Bis-(3-chlor-4-methyl-phenyl)-diazen-N-oxid；65655-68-7 AZOXYBENZENE series；(3-chloro-4-methylphenyl)-(3-chloro-4-methylphenyl)imino-oxidoazanium
• CAS: 65655-68-7
• 化学式: C₁₄H₁₂Cl₂N₂O
• 分子量: 295.168
• InChiKey: CXHNVAVZWRHITG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氯-4-甲基苯胺 在 硫酰氟 、 双氧水 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以97%的产率得到1,2-bis(3-chloro-4-methylphenyl)diazene oxide
  参考文献：
  名称：

  SO2F2 介导的伯胺和叔胺氧化与 30% H2O2 水溶液

  摘要：

  描述了使用 SO 2 F 2 /H 2 O 2 /碱系统对伯胺和叔胺进行高效和选择性氧化。苯胺转化为相应的偶氮苯，而伯苄胺转化为腈，仲苄胺重排为酰胺。对于叔胺底物喹啉、异喹啉和吡啶，它们的氧化产物是相应的N-氧化物。反应条件非常温和，仅涉及 SO 2 F 2、胺类、30% H 2 O 2水溶液溶液和无机碱在室温下。一个独特的优点是该氧化系统仅由廉价的无机化合物组成，而没有使用任何金属和有机化合物。

  DOI：

  10.1016/j.tetlet.2021.153457

文献信息

• Synergy of Oxygen Vacancies and Base Sites for Transfer Hydrogenation of Nitroarenes on Ceria Nanorods
  作者：Ziliang Yuan、Liang Huang、Yuanshuai Liu、Yong Sun、Guanghui Wang、Xun Li、Johannes A. Lercher、Zehui Zhang

  DOI：10.1002/anie.202317339

  日期：2024.2.26

  additive-free synthesis of azoxy-aromatics by the transfer hydrogenation of nitroarenes with ethanol as the hydrogen donor. Oxygen vacancies (Ov) and basic sites play a synergistic role, where Ov serve as the sites for adsorption and activation of ethanol as well as nitroarenes, which greatly decreases the activation energy of hydrogen atom transfer from α−Csp3−H in ethanol to nitro groups.

  二氧化铈纳米棒可有效地通过以乙醇作为氢供体进行硝基芳烃的转移氢化来无添加剂地合成氧化偶氮芳香族化合物。氧空位（O v ）和碱性位点发挥协同作用，其中O v作为乙醇和硝基芳烃的吸附和活化位点，大大降低了氢原子从α−C sp3 -H 转移的活化能。乙醇转化为硝基。
• 一种氧化偶氮苯类化合物的绿色合成方法
  申请人：清源创新实验室

  公开号：CN117447362A

  公开（公告）日：2024-01-26

  一种氧化偶氮苯类化合物的绿色合成方法，在有机溶剂中，以芳香胺或芳香杂胺为原料，利用氧化剂和催化剂组成的反应体系，将芳香胺选择性地氧化为相应的氧化偶氮化合物；其中，催化剂为NaOAc、甲酸钠、KF、NaF、CsF、CaF2、R″4NF中的一种或几种，其中R″为烷基，甲基、乙基、丁基中的一种；本发明采用的催化剂相对于现有技术的金属催化剂成本低、活性高、选择性好、对环境污染小，符合绿色环保理念；同时，该催化剂用量少，无需考虑催化剂回收处理等问题，大大简化操作步骤。
• Moinet, C.; Raoult, E., Bulletin de la Societe Chimique de France, 1991, # 2, p. 214 - 221
  作者：Moinet, C.、Raoult, E.

  DOI：——

  日期：——
• Rondestvedt,C.S.; Johnson,T.A., Synthesis, 1977, p. 850 - 851
  作者：Rondestvedt,C.S.、Johnson,T.A.

  DOI：——

  日期：——
• Identification of Degradation Products of the Avicide 3-Chloro-<i>p</i>-toluidine Hydrochloride in Louisiana Rice Fields
  作者：Thomas M. Primus、Jeanne N. Tawara、John J. Johnston、John L. Cummings、Stephanie A. Volz、Margaret J. Goodall、Daniel B. Hurlbut、Doreen L. Griffin、Sherri Turnipseed

  DOI：10.1021/es9600789

  日期：1997.2.1

  An investigation of the mig ration of 3-chloro-p-toluidine hydrochloride (CPTH) on treated rice baits to soils in Louisiana rice fields was completed. The persistence of free CPTH in these soils was evaluated with field and laboratory experiments. These soils were also screened for the presence of CPTH degradation products. Soils treated with CPTH-fortified rice bait and aqueous solutions of CPTH were exposed under actual field conditions for a 13-day period. Control soil samples were also treated with CPTH and incubated under simulated field conditions in an environmental chamber. Soil samples were then screened for CPTH residues and degradation products by HPLC. Possible degradation products were identified with the assistance of LC/MS and GC/MS. The concentration of 2% CPTH on treated rice baits placed in Louisiana rice fields decreased by approximately 55% over 3 days. Several CPTH degradation products were detected in rice field soils, treated with an aqueous solution of CPTH, at concentrations too low for spectral identification. Multiple CPTH degradation products were detected in a laboratory soil metabolism study including the previously unreported compounds, cis- and trans-azo-3-chloro-p-toluidine (azo-CPT). Neither azo compound was detected in soils collected from fields that were treated with CPTH rice baits.