4-(4-硝基苯基)吡啶 | 4282-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-(4-硝基苯基)吡啶
• 英文名称: 4-(4-nitrophenyl)pyridine
• 英文别名: 4-<4-Nitro-phenyl>-pyridin
• CAS: 4282-45-5
• 化学式: C₁₁H₈N₂O₂
• 分子量: 200.197
• InChiKey: XBXSGMVYJPSYLI-UHFFFAOYSA-N

物化性质

• 熔点：
  123℃
• 密度：
  1.252

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 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：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(4-Nitrophenyl)pyridine
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: 4-(4-Nitrophenyl)pyridine
CAS number: 4282-45-5

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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: C11H8N2O2
Molecular weight: 200.2

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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-(4-硝基苯基)吡啶 在 palladium-carbon 作用下， 以 乙醇 为溶剂， 以100%的产率得到[4-amino-2-(4-pyridin-4-yl-phenylamino)-thiazol-5-yl]-(2,6-difluoro-phenyl)-methanone
  参考文献：
  名称：

  Substituted 4-amino-thiazol-2-yl compounds as cyclin-dependent kinase inhibitors

  摘要：

  含有以下式（其中R1和R2如规范中定义）的CDK抑制二氨基噻唑化合物或其盐、前药或这些化合物或盐的活性代谢物的有效量的药物组合物，对于治疗癌症等疾病和疾病是有用的： 在优选实施例中，R1和R2独立地是未取代或取代的碳环或杂环芳基环结构。其中R2为邻位取代芳基的化合物特别是CDK4的有效抑制剂。

  公开号：

  US06569878B1
• 作为产物：
  描述：

  4-(4-Nitrophenyl)-1,4-dihydropyridine 在 dipotassium peroxodisulfate 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以92%的产率得到4-(4-硝基苯基)吡啶
  参考文献：
  名称：

  Memarian; Mohammadpoor-Baltork; Sadeghi, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 8, p. 727 - 728

  摘要：

  DOI：

文献信息

• Synthesis and characterization of the first inhibitor of<i>N</i>-acylphosphatidylethanolamine phospholipase D (NAPE-PLD)
  作者：Beatrice Castellani、Eleonora Diamanti、Daniela Pizzirani、Piero Tardia、Martina Maccesi、Natalia Realini、Paola Magotti、Gianpiero Garau、Thomas Bakkum、Silvia Rivara、Marco Mor、Daniele Piomelli

  DOI：10.1039/c7cc07582k

  日期：——

  (NAPE-PLD) is a membrane-associated zinc enzyme that catalyzes the hydrolysis of N-acylphosphatidylethanolamines (NAPEs) into fatty acid ethanolamides (FAEs). Here, we describe the identification of the first small-molecule NAPE-PLD inhibitor, the quinazoline sulfonamide derivative 2,4-dioxo-N-[4-(4-pyridyl)phenyl]-1H-quinazoline-6-sulfonamide, ARN19874.

  Ñ -Acylphosphatidylethanolamine磷脂酶d（NAPE-PLD）是一种膜相关的，其催化水解酶锌Ñ -acylphosphatidylethanolamines（NAPEs）转换成脂肪酸乙醇酰胺（的FAE）。在这里，我们描述了第一个小分子NAPE-PLD抑制剂，喹唑啉磺酰胺衍生物2,4-二氧代-N- [4-（4-吡啶基）苯基] -1 H-喹唑啉-6-磺酰胺，ARN19874的鉴定。
• Synthesis, Structure, and Synthetic Potential of Arenediazonium Trifluoromethanesulfonates as Stable and Safe Diazonium Salts
  作者：Victor D. Filimonov、Elena A. Krasnokutskaya、Assia Zh. Kassanova、Valentina A. Fedorova、Ksenia S. Stankevich、Nikolay G. Naumov、Alexander A. Bondarev、Veronika A. Kataeva

  DOI：10.1002/ejoc.201800887

  日期：2019.1.31

  A variety of stable, safe, and soluble arenediazonium triflates ArN2+ TfO– were obtained easily by diazotization of anilines with tert‐butyl nitrite in the presence of triflic acid. They are highly reactive, forming aromatic iodides, azides, and boronic acids, and also undergo an unusual metal‐free chloro‐dediazonization with chloroform and CCl4.

  在三氟甲磺酸存在下，通过亚硝酸叔丁酯对苯胺进行重氮化，可轻松获得各种稳定，安全且可溶的芳族二氮杂三氟甲磺酸盐ArN 2 +  TfO –。它们具有很高的反应活性，形成芳族碘化物，叠氮化物和硼酸，并且还与氯仿和CCl 4进行了不同寻常的无金属无氯二氮杂脱氮反应。
• B(C₆ F₅ )₃ -Catalyzed Cascade Reduction of Pyridines
  作者：Zhi-Yun Liu、Zhi-Hui Wen、Xiao-Chen Wang

  DOI：10.1002/anie.201702304

  日期：2017.5.15

  development hinges upon the realization of a cascade process of dearomative hydrosilylation (or hydroboration) and transfer hydrogenation. The broad functional‐group tolerance (e.g. ketone, ester, unactivated olefins, nitro, nitrile, heterocycles, etc.) implies high practical utility.

  已发现B（C 6 F 5）3是一种有效的催化剂，可以用氢化硅烷（或氢硼烷）和胺作为还原剂还原吡啶和其他电子不足的N-杂芳烃。该开发的成功取决于脱芳香氢化硅烷化（或硼氢化）和转移氢化的级联过程的实现。宽泛的官能团耐受性（例如酮，酯，未活化的烯烃，硝基，腈，杂环等）暗示着很高的实用性。
• 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。
• Quantifying Through‐Space Substituent Effects
  作者：Rebecca J. Burns、Ioulia K. Mati、Kamila B. Muchowska、Catherine Adam、Scott L. Cockroft

  DOI：10.1002/anie.202006943

  日期：2020.9.14

  were transposed onto the Hammett substituent constant scale revealing dominant through‐space substituent effects that cannot be described in classic terms. For example, NO2 groups positioned over a biaryl bond exhibited similar influences as resonant electron donors. Meanwhile, the electro‐enhancing influence of OMe/OH groups could be switched off or inverted by conformational twisting. 267 conformational

  将取代基描述为给电子或吸电子导致了通键影响的主导地位。区分通过键和通过空间的贡献的挑战使情况变得更加复杂。在这里，我们探讨了分子相互作用和反应动力学中空间取代基效应的实验意义。构象平衡常数被转换到哈米特取代基常数尺度上，揭示了无法用经典术语描述的主导的空间取代基效应。例如，位于联芳键上的NO 2基团表现出与共振电子供体相似的影响。同时，OMe/OH基团的电增强影响可以通过构象扭曲来关闭或反转。研究发现，与计算的静电势相比，在 11 种溶剂中测量的 267 个构象平衡常数可以更好地预测反应动力学，这表明在其他情况下和基准理论溶剂化模型中的实用性。