4'-甲基-3-硝基联苯 | 53812-68-3

• 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'-甲基-3-硝基联苯
• 中文别名: 1-甲基-4-(3-硝基苯基)苯
• 英文名称: 4-methyl-3'-nitrobiphenyl
• 英文别名: 4'-methyl-3-nitro-1,1'-biphenyl；3-nitro-4'-methylbiphenyl；1-(4-methylphenyl)-3-nitrobenzene
• CAS: 53812-68-3
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: VXPLSDQTIWIHJH-UHFFFAOYSA-N

物化性质

• 熔点：
  78 °C(Solv: ethanol (64-17-5))
• 沸点：
  349.9±21.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2904209090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Methyl-4-(3-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-Methyl-4-(3-nitrophenyl)benzene
CAS number: 53812-68-3

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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: C13H11NO2
Molecular weight: 213.2

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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.

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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'-甲基-3-硝基联苯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 sodium hydroxide 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 5.0h， 生成 2-(2,3-Dihydro-1,4-benzodioxin-6-yl)-5-[[4-(3-nitrophenyl)phenyl]methylsulfanyl]-1,3,4-oxadiazole
  参考文献：
  名称：

  Structure-based optimization of oxadiazole-based GSK-3 inhibitors

  摘要：

  Inhibition of glycogen synthase kinase-3 (GSK-3) induces neuroprotective effects, e.g. decreases beta-amyloid production and reduces tau hyperphosphorylation, which are both associated with Alzheimer's disease (AD). The two isoforms of GSK-3 in mammalians are GSK-3 alpha and beta, which share 98% homology in their catalytic domains. We investigated GSK-3 inhibitors based on 2 different scaffolds in order to elucidate the demands of the ATP-binding pocket [1]. Particularly, the oxadiazole scaffold provided potent and selective GSK-3 inhibitors. For example, the most potent inhibitor of the present series, the acetamide 26d, is characterized by an IC50 of 2 nM for GSK-3 alpha and 17 nM for GSK-3 beta. In addition, the benzodioxane 8g showed up to 27-fold selectivity for GSK-3 alpha over GSK-3 beta, with an IC50 of 35 nM for GSK-3 alpha. Two GSK-3 inhibitors were further profiled for efficacy and toxicity in the wild-type (wt) zebrafish embryo assay to evaluate simultaneously permeability and safety. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.006
• 作为产物：
  描述：

  对溴甲苯 在 bis-triphenylphosphine-palladium(II) chloride 、 palladium diacetate 、 cesium fluoride 、 三环己基膦 作用下， 以 neat (no solvent) 为溶剂， 110.0 ℃ 、101.33 kPa 条件下， 反应 48.0h， 生成 4'-甲基-3-硝基联苯
  参考文献：
  名称：

  在无溶剂条件下芳基卤化物的甲氨酰化、Stille 交叉偶联和一锅两步甲氨酰化/Stille 交叉偶联反应

  摘要：

  首次报道了钯催化芳基卤化物、Stille 交叉偶联和一锅两步 stannylation/Stille 交叉偶联 (SSC) 的无溶剂协议。带有受体、供体以及空间要求的取代基的（杂）芳基卤化物以高产率被甲锡烷基化和/或偶联。该反应在空气中由常规的乙酸钯 (II)/PCy3 (Pd(OAc)2/PCy3) 催化，使用可用的碱 CsF，并且不使用高纯度试剂。开发的合成程序用途广泛、稳健且易于扩展。没有溶剂，并消除了芳基锡烷的分离程序，使 SSC 协议简单、步骤经济且高效，用于通过一锅两步程序合成联芳。

  DOI：

  10.1002/ejoc.201701463

文献信息

• Nanocrystalline Titania-Supported Palladium(0) Nanoparticles for Suzuki-Miyaura Cross-Coupling of Aryl and Heteroaryl Halides
  作者：B. Sreedhar、Divya Yada、P. Surendra Reddy

  DOI：10.1002/adsc.201100012

  日期：2011.10

  The Suzuki cross-coupling reaction of various aryl and heteroaryl halides with arylboronic and heteroarylboronic acids was studied using a titania-supported palladium(0) catalyst at room temperature under air. The conversion and selectivity results obtained for many substrates were excellent and similar to those provided by more active or even homogeneous catalysts. The methodology is similarly effective

  使用二氧化钛负载的钯（0）催化剂在室温下于空气中研究了各种芳基和杂芳基卤化物与芳基硼酸和杂芳基硼酸的Suzuki交叉偶联反应。对于许多底物，获得的转化率和选择性结果极好，与活性更高甚至均相的催化剂所提供的结果相似。使用2-溴-3,4,5-三甲氧基苯甲醛作为偶合伙伴，该方法同样有效，并获得了高收率的产品。此外，已表明其可用于合成三联苯和四联苯。通过简单的过滤从反应中定量回收催化剂，并重复使用多个循环，而活性没有明显损失。
• INHIBITION OF P38 KINASE ACTIVITY USING SUBSTITUTED HETEROCYCLIC UREAS
  申请人：Dumas Jacques

  公开号：US20120046290A1

  公开（公告）日：2012-02-23

  This invention relates to the use of a group of aryl ureas in treating cytokine mediated diseases, other than cancer and proteolytic enzyme mediated diseases, other than cancer, and pharmaceutical compositions for use in such therapy.

  本发明涉及一组芳香脲在治疗细胞因子介导的疾病（除癌症外）和蛋白水解酶介导的疾病（除癌症外）中的用途，以及用于此类治疗的药物组合物。
• Microwave-Assisted Suzuki Coupling Reactions with an Encapsulated Palladium Catalyst for Batch and Continuous-Flow Transformations
  作者：Ian R. Baxendale、Charlotte M. Griffiths-Jones、Steven V. Ley、Geoffrey K. Tranmer

  DOI：10.1002/chem.200501400

  日期：2006.5.24

  This article describes the design, optimisation and development of a Suzuki cross-coupling protocol mediated by an efficient palladium-encapsulated catalyst (Pd EnCat) under microwave irradiation. The methodology has been used in both batch mode for classical library preparation and in continuous-flow applications furnishing multigram quantities of material. Described is a method that uses direct focused

  本文介绍了在微波辐射下由高效钯封装的催化剂（Pd EnCat）介导的Suzuki交叉偶联方案的设计，优化和开发。该方法已在批处理模式下用于经典文库制备，并已在连续流应用中使用，以提供数克的材料。描述了一种在施加外部冷却源的同时使用直接聚焦微波加热的方法。这使得可以在整个反应期间保持低于正常的总体温度，从而导致反应产物的总产率和纯度的显着提高。关于固定催化剂体系的延长寿命和增强的反应性，讨论了该新颖的加热方案的其他方面。
• Pd nanoparticles immobilized on the magnetic silica–chitosan nanocomposite (NiFe2O4@SiO2@CS-Pd NPs) promoted the biaryl synthesis
  作者：Fatemeh Rafiee、S. Azam Hosseini

  DOI：10.1007/s13738-019-01667-6

  日期：2019.9

  NiFe2O4 nanoparticles have been prepared by co-precipitation procedure and coated with SiO2 following the Stöber process. Then, chitosan was covalently connected with silica to provide an excellent stabilizer and biosupport for the immobilization of Pd nanoparticles. This magnetic bionanocatalyst was characterized by Fourier transform infrared spectroscopy, field-emission scanning electron microscope

  NiFe 2 O 4纳米颗粒已经通过共沉淀法制备，并按照Stöber工艺进行了SiO 2包覆。然后，壳聚糖与二氧化硅共价连接，为固定Pd纳米粒子提供了出色的稳定剂和生物载体。通过傅立叶变换红外光谱，场发射扫描电子显微镜，透射电子显微镜，能量色散X射线，X射线粉末检测，振动样品磁力计，电感耦合等离子体原子发射光谱技术和CHN分析，对该磁性生物纳米催化剂进行了表征。NiFe 2 O 4 @SiO 2@ CS-Pd NPs对各种芳基卤化物与芳基硼酸的Suzuki偶联反应表现出高活性。此外，该催化剂可以磁性回收并循环使用九次，而不会显着降低其活性。
• Synthesis, characterization and first application of covalently immobilized nickel-porphyrin on graphene oxide for Suzuki cross-coupling reaction
  作者：Mahdi Keyhaniyan、Ali Shiri、Hossein Eshghi、Amir Khojastehnezhad

  DOI：10.1039/c8nj04157a

  日期：——

  In this study, nickel(ii)-coordinated 5,10,15,20-tetrakis(aminophenyl)porphyrin (NiTAPP) as a macrocyclic complex was covalently grafted to the edge of graphene oxide (GO) and applied as nanocatalyst in Suzuki cross-coupling reaction.

  在这项研究中，镍（II）配合物5,10,15,20-四（氨基苯基）卟啉（NiTAPP）作为一种大环络合物被共价地嫁接到氧化石墨烯（GO）的边缘，并应用于铃木偶联反应中作为纳米催化剂。

表征谱图