1-(2-氯苯氧基)-4-硝基苯 | 2091-61-4

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 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-(2-氯苯氧基)-4-硝基苯
• 英文名称: 1-chloro-2-(4-nitrophenoxy)benzene
• 英文别名: 4-(2'-chlorophenoxy)nitrobenzene；2'-chloro-4-nitrodiphenyl ether；4-(2-chlorophenoxy)nitrobenzene；(2-chloro-phenyl)-(4-nitro-phenyl)-ether；(2-Chlor-phenyl)-(4-nitro-phenyl)-aether；2-chloro-1-(4-nitrophenoxy)benzene
• CAS: 2091-61-4
• 化学式: C₁₂H₈ClNO₃
• 分子量: 249.653
• InChiKey: YRXPWHHZVCKCLN-UHFFFAOYSA-N

物化性质

• 保留指数：
  2008.5

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2909309090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Chloro-2-(4-nitrophenoxy)benzene
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 1-Chloro-2-(4-nitrophenoxy)benzene
CAS number: 2091-61-4

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C12H8ClNO3
Molecular weight: 249.6

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen chloride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-(2-氯苯氧基)-4-硝基苯 在 Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 生成 4-(2-氯苯氧基)苯胺
  参考文献：
  名称：

  Discovery of novel and potent aryl diamines as leukotriene A4 hydrolase inhibitors

  摘要：

  The synthesis and biological evaluation of a series of aryl diamines as inhibitors of LTA(4)-h inhibitors are described. The optimization which led to the identification of the optimal para-substitution on the diphenyl ether moiety and diamine spacer is discussed. The resulting compounds such as 31 have excellent enzyme and cellular potency as well as desirable pharmacokinetic properties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.041
• 作为产物：
  描述：

  对硝基氯苯 以83%的产率得到
  参考文献：
  名称：

  Shao Yuchang, Yang Jinzong, Huaxue shiji (Chem. Reagents), 16 (1994) N 5, S 305-306

  摘要：

  DOI：

文献信息

• C(aryl)-O Bond Formation from Aryl Methanesulfonates via Consecutive Deprotection and SNAr Reactions with Aryl Halides in an Ionic Liquid
  作者：Hui Xu、Yang Chen

  DOI：10.3390/12040861

  日期：——

  (1-butyl-3-methylimidazolium tetrafluoroborate) as solvent has been developed. The procedure involves consecutive deprotection of aryl methane-sulfonates and a nucleophilic aromatic substitution (S(N)Ar) with activated aryl halides.

  利用离子液体[Bmim] BF4（1-丁基-3-甲基咪唑四氟硼酸酯）作为溶剂，开发了一种有效的K3PO4介导的不对称二芳基醚合成方法。该程序包括对芳基甲烷磺酸盐进行连续脱保护，并用活化的芳基卤化物进行亲核芳族取代（S（N）Ar）。
• One-pot Microwave-assisted Tandem Deprotection of Arylmethanesulfonates / S_NAr Reaction for K₂CO₃-mediated C(Aryl)–O Bond Formation
  作者：Hui Xu、Hong-Feng Li

  DOI：10.1515/znb-2007-0912

  日期：2007.9.1

  One-pot microwave-assisted tandem deprotection of arylmethanesulfonates / nucleophilic aromatic substitution reaction (S_NAr) with activated aryl halides to synthesize asymmetrical diaryl ethers is described.

  一锅微波辅助串联脱保护芳基甲磺酸酯/亲核芳香取代反应（SNAr）与活化芳基卤化物合成非对称二芳基醚的描述。
• Microwave‐Assisted Construction of Diaryl Ethers Directly from Arylmethanesulfonates as Convenient Latent Phenols with Aryl Halides
  作者：Hui Xu、Yang Chen

  DOI：10.1080/00397910701412901

  日期：2007.7

  Abstract The microwave‐assisted synthesis of diaryl ethers directly from aryl halides and arylmethanesulfonates, which as latent phenols obviate a deprotection step prior to the SNAr reaction, in the presence of Cs2CO3 is described. The reaction time was very short (6–9 min), and good to excellent yields (53–90%) with the wide substrate scope were achieved without any catalyst.

  摘要描述了在 Cs2CO3 存在下，直接从芳基卤化物和芳基甲磺酸酯微波辅助合成二芳基醚，它们作为潜在的酚类，避免了 SNAr 反应之前的脱保护步骤。反应时间非常短（6-9 分钟），并且在没有任何催化剂的情况下实现了良好的产率（53-90%）和广泛的底物范围。
• CsF/clinoptilolite: an efficient solid base in S_NAr and copper-catalyzed Ullmann reactions
  作者：Hoda Keipour、Abolfazl Hosseini、Amir Afsari、Razieh Oladee、Mohammad A. Khalilzadeh、Thierry Ollevier

  DOI：10.1139/cjc-2015-0300

  日期：2016.1

  CsF/clinoptilolite was found to be an efficient solid base catalyst for both SNAr and Ullmann ether reactions. A general and efficient one-step procedure was developed for the synthesis of biaryl ethers via direct coupling of electron-deficient aryl halides to phenols using CsF/clinoptilolite. The protocol was also applied to electron-rich aryl halides by addition of a catalytic amount of copper oxide

  发现 CsF/斜发沸石是 SNAr 和 Ullmann 醚反应的有效固体碱催化剂。开发了一种通用且高效的一步法，通过使用 CsF/斜发沸石将缺电子的芳基卤化物直接偶联到酚类来合成联芳醚。该协议还通过添加催化量的氧化铜纳米粒子应用于富含电子的芳基卤化物。SNAr 和 Ullmann 反应都很快，并提供了良好的产率。
• Potassium Fluoride Supported on Natural Nanoporous Zeolite: A New Solid Base for the Synthesis of Diaryl Ethers
  作者：Mohammad A. Khalilzadeh、Abolfazl Hosseini、Afsaneh Pilevar

  DOI：10.1002/ejoc.201001447

  日期：2011.3

  An efficient and inexpensive synthesis of diaryl ethers has been developed. The process involves the nucleophilic aromatic substitution of electron-deficient aryl halides and phenols and is mediated by potassium fluoride/Clinoptilolite (KF/CP) in dimethyl sulfoxide (DMSO). The approach affords good to excellent yields of the arylated products without the need for additional cation capture. The solid

  已开发出一种高效且廉价的二芳基醚合成方法。该过程涉及缺电子芳基卤化物和酚的亲核芳香取代，并由二甲基亚砜 (DMSO) 中的氟化钾/斜发沸石 (KF/CP) 介导。该方法在不需要额外的阳离子捕获的情况下提供了良好到极好的芳基化产物的产率。固体碱在乌尔曼醚合成中也是有效的。