4-氯-4'-硝基联苯 | 6242-97-3

• 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: 4-氯-4'-硝基联苯
• 英文名称: 4-(4-nitrophenyl)chlorobenzene
• 英文别名: 4-chloro-4'-nitrobiphenyl；4-chloro-4'-nitro-1,1'-biphenyl；4-nitro-4'-chlorobiphenyl；1-(4-chlorophenyl)-4-nitrobenzene
• CAS: 6242-97-3
• 化学式: C₁₂H₈ClNO₂
• 分子量: 233.654
• InChiKey: HKWAORHMKKVNIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2904909090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Chloro-4-(4-nitrophenyl)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-4-(4-nitrophenyl)benzene
CAS number: 6242-97-3

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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: C12H8ClNO2
Molecular weight: 233.6

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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：

  4-氯-4'-硝基联苯 在 盐酸 、 铁粉 作用下， 以 乙醇 为溶剂， 生成 4’-氯-[1,1’-联苯]-4-胺
  参考文献：
  名称：

  一些取代的联苯-4-羧酸，4-联苯基乙酸和4-氨基联苯的合成

  摘要：

  描述了一系列取代的联苯-4-羧酸和4-氨基联苯的合成。包括母体联苯-4-羧酸，4-联苯基乙酸和三种取代的4-联苯基乙酸的制剂。

  DOI：

  10.1039/j39660000840
• 作为产物：
  描述：

  4-氯联苯 在 硝酸 作用下， 生成 4-氯-4'-硝基联苯
  参考文献：
  名称：

  Photolyse des 3-Phenyl-2，1-benzisoxazols und einiger seiner衍生自Salzsäurebzw。Schwefelsäure †

  摘要：

  3-苯基-2,1-苯并恶唑及其衍生物在盐酸和硫酸中的光解

  DOI：

  10.1002/hlca.19790620127

文献信息

• Highly efficient palladium-catalyzed cross-coupling of diarylborinic acids with arenediazoniums for practical diaryl synthesis
  作者：Fengze Wang、Chen Wang、Guoping Sun、Gang Zou

  DOI：10.1016/j.tetlet.2019.151491

  日期：2020.2

  A highly efficient cross-coupling of cost-effective diarylborinic acids with both isolatable and latent arenediazoniums, i.e. tetrafluoroborates and aryltriazenes, respectively, has been developed with a practical palladium catalyst system under base-free conditions in open flask at room temperature. A variety of electronically and sterically various biaryls, in particular, those bearing a coordinative

  低成本的二芳基硼酸与可分离的和潜在的芳族重氮鎓（即四氟硼酸酯和芳基三氮烯）的高效交叉偶联已在实用的钯催化剂体系下，在无碱条件下于室温下在敞口烧瓶中开发出来。通过使用0.3mol％的乙酸钯作为催化剂，可以以良好或优异的产率获得多种电子和空间上不同的联芳基，特别是那些带有配位邻位取代基的联芳基。该方案的特征包括二芳基硼酸的成本效益，对杂原子邻位取代底物的功效以及对芳基氯化物的高化学选择性，已在杀菌剂Boscalid的实际合成中得到了明确证明。
• Guanidine/Pd(OAc)₂-Catalyzed Room Temperature Suzuki Cross-Coupling Reaction in Aqueous Media under Aerobic Conditions
  作者：Shenghai Li、Yingjie Lin、Jungang Cao、Suobo Zhang

  DOI：10.1021/jo0626257

  日期：2007.5.1

  A highly efficient Pd(OAc)2/guanidine aqueous system for the room temperature Suzuki cross-coupling reaction has been developed. The new water-soluble and air-stable catalyst Pd(OAc)2·(1f)2 from Pd(OAc)2 and 1,1,3,3-tetramethyl-2-n-butylguanidine (1f) was synthesized and characterized by X-ray crystallography. In the presence of Pd(OAc)2·(1f)2, coupling of arylboronic acids with a wide range of aryl

  已开发出一种用于室温Suzuki交叉偶联反应的高效Pd（OAc）2 /胍水溶液体系。合成了由Pd（OAc）2和1,1,3,3-四甲基-2-正丁基胍（1f）制成的新型水溶性且空气稳定的催化剂Pd（OAc）2 ·（1f）2 X射线晶体学。在Pd（OAc）2 ·（1f）2存在下在水性溶剂中顺利进行了芳基硼酸与各种芳基卤化物的偶合，包括芳基碘化物，芳基溴化物，甚至是活化的芳基氯化物，以提供优良至优异的收率和高周转率（TONs）的交叉偶联产物）（1-碘-4-硝基苯与苯基硼酸反应的TONs高达850 000）。此外，这种温和的方案可以耐受广泛的官能团。
• Facile Synthesis of Magnetic Hierarchical Core-Shell Structured Fe₃ O₄ @PDA-Pd@MOF Nanocomposites: Highly Integrated Multifunctional Catalysts
  作者：Rong Ma、Pengbo Yang、Yao Ma、Fengling Bian

  DOI：10.1002/cctc.201701693

  日期：2018.3.21

  Fe3O4@PDA‐Pd@[Cu3(btc)2] (n=5) nanocomposite shows ultrahigh catalytic activity for the 4‐nitrophenol reduction and Suzuki–Miyaura coupling reactions of aryl halides (Br, Cl) with arylboronic acids. Moreover, the nanocomposite also can be easily separated by an external magnet and reused at least 8 runs with excellent yields for both the reactions. The catalyst has outstanding catalytic performance, mainly

  磁性层状壳结构的Fe 3 O 4 @ PDA‐Pd @ [Cu 3（btc）2 ]纳米复合材料是通过一种简便的逐层组装方法制备的。它包含聚多巴胺（PDA）修饰的磁性Fe 3 O 4纳米颗粒（NPs）的芯，Pd NPs的过渡层以及具有可控制厚度的铜基金属有机框架（MOF）的多孔外壳。这种新型的纳米复合材料的特征在于TEM，FTIR，XRD，XPS，N 2吸附-解吸等温线和VSM。制备的Fe 3 O 4 @ PDA‐Pd @ [Cu 3（btc）2 ]（n= 5）纳米复合材料对芳基卤化物（Br，Cl）与芳基硼酸的4-硝基苯酚还原反应和Suzuki-Miyaura偶联反应具有超高催化活性。而且，该纳米复合材料还可以容易地被外部磁体分离，并且对于两个反应而言都可以以优异的产率重复使用至少8次。该催化剂具有出色的催化性能，主要是因为[Cu 3（btc）2 ]与Fe 3 O 4 @ PDA-Pd的结合
• Palladium Supported on Metformin-Functionalized Magnetic Polymer Nanocomposites: A Highly Efficient and Reusable Catalyst for the Suzuki-Miyaura Coupling Reaction
  作者：Pengbo Yang、Rong Ma、Fengling Bian

  DOI：10.1002/cctc.201600994

  日期：2016.12.19

  with arylboronic acids even at palladium loadings of 0.01–0.0007 mol % and the turnover frequency (TOF) reached up to 125 714 h−1. The excellent activity of this Pd/Fe3O4@PMAA‐Met catalyst could be attributed to a “release and catch” catalytic mechanism as well as its nanometer size. This nanocatalyst could be simply separated with an external magnet and reused at least twelve times with excellent yields

  本文通过将钯固定在二甲双胍官能化的磁性聚合物表面上，成功制备了一种新型的磁响应纳米催化剂Pd / Fe 3 O 4 @ PMAA‐Met（PMAA =聚（甲基丙烯酸），Met =二甲双胍）。纳米复合材料。这种新型纳米催化剂的特征在于FTIR，XRD，TEM，X射线光电子能谱（XPS）和振动样品磁力法（VSM）。所制备的纳米催化剂表现出优异的催化活性为铃木-宫浦即使在0.01-0.0007摩尔％，转换频率（TOF）钯负载量偶联芳基卤化物（I，溴，氯）与芳基硼酸的反应达到高达125 714ħ - 1。这种Pd / Fe 3 O 4的出色活性@ PMAA-Met催化剂可归因于“释放和捕获”催化机理及其纳米尺寸。该纳米催化剂可以简单地用外部磁体分离，并且可以重复使用至少十二次，从而获得优异的收率。
• Analysis of the water extract of waste papaya bark ash and its implications as an in situ base in the ligand-free recyclable Suzuki–Miyaura coupling reaction
  作者：Manashi Sarmah、Anindita Dewan、Manoj Mondal、Ashim J. Thakur、Utpal Bora

  DOI：10.1039/c6ra00454g

  日期：——

  in the presence of water produce the corresponding hydroxides in situ, responsible for the basicity. Application of the ash–water extract as a base was highly effective for ligand-free Pd(OAc)2 catalyzed Suzuki–Miyaura cross-coupling reaction. The reaction proceeds smoothly without any promoter/ligand to give excellent yields. Moreover, after completion of the reaction, the catalytic system could be

  据报道，废木瓜皮经低温燃烧转化为灰分水提取物，并在室温下作为铃木-宫浦的交叉偶联反应的一种有效且环保的原位基础介质而得到利用。通过EDX，离子交换色谱和火焰光度法对木瓜皮灰进行表征，以揭示各种活性金属氧化物。灰分的化学分析报告显示，存在钾，钙，钠，锂和镁的氧化物，可能在水的存在下原位产生相应的氢氧化物，这是碱性的原因。灰水提取物作为碱的应用对不含配体的Pd（OAc）2非常有效催化铃木-宫浦交叉偶联反应。反应平稳进行，没有任何助催化剂/配体，得到优异的收率。此外，在反应完成之后，可以通过简单的分步分离容易地回收催化体系，并且可以循环至少五次，而从第三循环开始损失一些催化活性。