1-氯-2-[(4-硝基苯氧基)甲基]苯 | 56532-65-1

• 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: 1-氯-2-[(4-硝基苯氧基)甲基]苯
• 英文名称: 2-chlorobenzyl-4-nitrophenyl ether
• 英文别名: (4-Nitro-phenyl)-(2-chlor-benzyl)-ether；(2-Chlorbenzyl)-(4-nitrophenyl)-ether；1-Chloro-2-[(4-nitrophenoxy)methyl]benzene
• CAS: 56532-65-1
• 化学式: C₁₃H₁₀ClNO₃
• mdl: MFCD01183114
• 分子量: 263.68
• InChiKey: LDIFYZGCGRNXGX-UHFFFAOYSA-N

物化性质

• 沸点：
  413.7±25.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-氯-2-[(4-硝基苯氧基)甲基]苯 在 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 、 乙醇 为溶剂， 20.0 ℃ 、1.0 MPa 条件下， 反应 0.75h， 以90%的产率得到4-[(4-氯苄基)氧基]苯胺
  参考文献：
  名称：

  1,3-Benzothiazoles as Antimicrobial Agents

  摘要：

  Starting from 2-amino-1,3-mercaptobenzothiazoles recently reported (1a, 1b, 1c, 1d, 1e, 1f, 1g, 1h), a series of the corresponding 2-mercapto-1,3-benzothiazole isosters (2a, 2b, 2c, 2d, 2e, 2f, 2g, 2h) were screened for their in vitro antibacterial and antifungal activities. Results underline that the presence of the mercapto moiety at the 2-position of the heterocyclic nucleus is crucial for activity against bacteria. The biological screening against Candida spp. identified commercial 2f as the most promising compound as antifungal against Candida albicans and tropicalis. Molecular modeling studies supported these results. Then, to enlarge structure-activity relationship (SAR) studies on series 1, newly synthesized compounds (1k, 1l, 1m, 1n, 1o, 1p) were reported. All the compounds belonging to this series and bearing a bulky substituent at the 6-position of the aryl moiety showed high antifungal activity.

  DOI：

  10.1002/jhet.2222
• 作为产物：
  描述：

  邻氯氯苄 、 4-nitrophenol sodium salt 生成 1-氯-2-[(4-硝基苯氧基)甲基]苯
  参考文献：
  名称：

  脱甲基研究。IV。烷基-和芳基-对-硝基苯醚的体外和体内裂解。

  摘要：

  DOI：

  10.1021/jm00340a001

文献信息

• Catalytic Direct Arylation with Aryl Chlorides, Bromides, and Iodides:  Intramolecular Studies Leading to New Intermolecular Reactions
  作者：Louis-Charles Campeau、Mathieu Parisien、Annie Jean、Keith Fagnou

  DOI：10.1021/ja055819x

  日期：2006.1.1

  and heterocyclic arenes with aryl iodides, bromides, and chlorides has been developed. These reactions occur in excellent yield and are highly selective. Studies with aryl iodides substrates revealed that catalyst poisoning occurs due to the accumulation of iodide in the reaction media. This can be overcome by the addition of silver salts which also permits these reactions to occur at lower temperature

  已开发出一种用于将多种简单和杂环芳烃与芳基碘化物、溴化物和氯化物进行分子内直接芳基化的催化剂。这些反应以极好的收率发生并且具有高度选择性。对芳基碘化物底物的研究表明，由于碘化物在反应介质中的积累，会发生催化剂中毒。这可以通过添加银盐来克服，银盐也允许这些反应在较低温度下发生。该方法的效用通过咔唑天然产物的快速合成和通过直接芳基化产物的开环反应合成空间位阻四邻位取代的联芳基来说明。机理研究提供了对催化剂的深入了解 s 作用模式并显示在钯催化的简单芳烃的直接芳基化中存在动力学上显着的 CH 键裂解。从这些研究中获得的知识导致了以前无法获得的芳烃的新分子间芳基化反应的发展，为其他新的直接芳基化过程的发展打开了大门。
• High-Yielding Intramolecular Direct Arylation Reactions with Aryl Chlorides
  作者：Louis-Charles Campeau、Praew Thansandote、Keith Fagnou

  DOI：10.1021/ol050501v

  日期：2005.4.1

  [reaction: see text] An N-heterocyclic carbene palladium catalyst system is used to promote direct arylation of a broad range of aryl chlorides to form six- and five-membered ring biaryls. An influence of the halide on the palladium precatalyst on catalyst activation has been revealed, as has a beneficial effect of NHC salts that allows the turnover numbers to be increased by simple addition of imidazolium

  [反应：见正文] N-杂环卡宾钯催化剂体系用于促进多种芳基氯的直接芳基化反应，形成六元和五元环联芳基。已经揭示了卤化物对钯预催化剂对催化剂活化的影响，因为NHC盐具有有益的作用，该作用使得可以通过将咪唑鎓盐简单地添加到反应混合物中来增加周转率。
• Brǎtulescu, George; Bigot, Yves L.E.; Delmas, Michel, Revue Roumaine de Chimie, 1998, vol. 43, # 4, p. 321 - 326
  作者：Brǎtulescu, George、Bigot, Yves L.E.、Delmas, Michel、Pogany, Iuliu

  DOI：——

  日期：——
• Thiazolidinone Derivatives as Competitive Inhibitors of Protein Tyrosine Phosphatase 1B (PTP1B)
  作者：Nilkanth G. Aher、Bhooshan Kafle、Hyeongjin Cho

  DOI：10.5012/bkcs.2013.34.4.1275

  日期：2013.4.20
• HERBICIDAL AND FUNGICIDAL COMPOSITIONS AND THEIR USES
  申请人：The Regents of the University of California

  公开号：US20170280718A1

  公开（公告）日：2017-10-05

  Described herein are compounds of Formulas I-XIII and agrochemically acceptable salts thereof having herbicidal and fungicidal activity. Also disclosed herein are herbicidal and fungicidal compositions, including compounds of Formula I-XIII or agrochemically acceptable salts thereof, and methods of controlling unwanted vegetation or fungus using compositions including the compound of Formula I-XIII or an agrochemically acceptable salt thereof.