2-(3-溴苯)吡啶 | 4373-60-8

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 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: 2-(3-溴苯)吡啶
• 中文别名: 2-(3-溴苯基)吡啶
• 英文名称: 2-(3-bromophenyl)pyridine
• 英文别名: 3-(2-pyridyl)bromobenzene
• CAS: 4373-60-8
• 化学式: C₁₁H₈BrN
• 分子量: 234.095
• InChiKey: WLPFTJXVEBANAM-UHFFFAOYSA-N

物化性质

• 沸点：
  311.9±17.0 °C(Predicted)
• 密度：
  1.426±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 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：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2-(3-Bromophenyl)pyridine
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-(3-Bromophenyl)pyridine
CAS number: 4373-60-8

---

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.

---

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.

---

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.

---

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.
Storage: Store in closed vessels.

---

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.

---

Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C11H8BrN
Molecular weight: 234.1

---

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 bromide.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-(3-溴苯)吡啶 在 tris-(dibenzylideneacetone)dipalladium(0) 2-双环己基膦-2',6'-二甲氧基联苯 、 sodium t-butanolate 作用下， 以 xylene 为溶剂， 反应 12.66h， 生成 3-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)-N-phenyl-N-(3-(pyridin-2-yl)phenyl)aniline
  参考文献：
  名称：

  [EN] NOVEL TETRADENTATE PLATINUM COMPLEXES
  [FR] NOUVEAUX COMPLEXES DE PLATINE TÉTRADENTELÉS

  摘要：

  公开号：

  WO2012116231A3
• 作为产物：
  描述：

  2-苯基吡啶 在 ruthenium on silica 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 20.0h， 以57%的产率得到2-(3-溴苯)吡啶
  参考文献：
  名称：

  异质钌催化在嘌呤碱基上进行间-C-H溴化反应

  摘要：

  对位置选择性远程CH功能化的方法有很高的要求。在本文中，我们公开了用于第一多相钌催化剂元-选择性C-H官能化，这使遥控卤化具有优异的部位选择性和足够的范围。通用的非均质Ru @ SiO 2催化剂具有广泛的适用性，易于回收和再利用，为嘌呤的直接荧光标记奠定了基础。与钯，铑，铱或钴络合物相反，仅钌催化歧管提供了对间卤代嘌呤衍生物的访问，这说明了钌CH活化催化的独特能力。

  DOI：

  10.1002/anie.201609014
• 作为试剂：
  描述：

  3-溴苯硼酸 、 potassium carbonate 、 2-溴吡啶 在 四(三苯基膦)钯 乙二醇二甲醚 、 乙醇 、 水 、 氮气 、 乙酸乙酯 、 Sodium sulfate-III 、 silica gel 、 2-(3-溴苯)吡啶 作用下， 以 水 为溶剂， 反应 24.5h， 以to afford the desired product 2-(3-bromophenyl)pyridine 1 as a colorless liquid 8.33 g in 89% yield的产率得到2-(3-溴苯)吡啶
  参考文献：
  名称：

  METAL COMPOUNDS, METHODS, AND USES THEREOF

  摘要：

  本文公开了一些金属化合物，可用于设备，例如OLEDs。

  公开号：

  US20150228914A1

文献信息

• Regioselectivity in Palladium-Catalyzed C−H Activation/Oxygenation Reactions
  作者：Dipannita Kalyani、Melanie S. Sanford

  DOI：10.1021/ol051486x

  日期：2005.9.1

  [reaction: see text] Palladium-catalyzed directed C-H activation/oxygenation reactions have been explored in a series of meta-substituted aryl pyridine and aryl amide derivatives. These transformations tolerate a diverse array of electron-donating and electron-withdrawing meta-substituents and generally proceed with high levels of regioselectivity for functionalization of the less sterically hindered

  [反应：见正文]已经在一系列间位取代的芳基吡啶和芳基酰胺衍生物中探索了钯催化的CH活化/氧化反应。这些转化可耐受各种各样的供电子和吸电子的间位取代基，并且通常以较高水平的区域选择性进行，以使空间位阻较小的邻-CH键官能化。
• Visible‐Light‐Induced <i>ortho</i> ‐Selective Migration on Pyridyl Ring: Trifluoromethylative Pyridylation of Unactivated Alkenes
  作者：Jinwon Jeon、Yu‐Tao He、Sanghoon Shin、Sungwoo Hong

  DOI：10.1002/anie.201912746

  日期：2020.1.2

  alkenes. The overall process is initiated by the selective addition of a CF3 radical to the alkene to provide a nucleophilic alkyl radical intermediate, which enables an intramolecular endo addition exclusively to the ortho-position of the pyridinium salt. Both secondary and tertiary alkyl radicals are well-suited for addition to the C2-position of pyridinium salts to ultimately provide synthetically

  对于未活化的烯烃的位点选择性三氟甲基化吡啶基化，已经实现了在吡啶基环上的光催化邻位选择性迁移。整个过程是通过将CF3自由基选择性地添加到烯烃中以提供亲核烷基自由基中间体而启动的，该中间体能够将分子内的内含物专门添加到吡啶鎓盐的邻位。仲烷基和叔烷基都非常适合于添加吡啶鎓盐的C 2-位，以最终提供具有合成价值的C 2-氟烷基官能化的吡啶。此外，该方法已成功应用于以P为中心的自由基的反应。复杂生物活性分子的后期功能化进一步证明了这种转化的效用。
• Nitroarenes as the Nitrogen Source in Intermolecular Palladium‐Catalyzed Aryl C–H Bond Aminocarbonylation Reactions
  作者：Fei Zhou、Duo‐Sheng Wang、Xinyu Guan、Tom G. Driver

  DOI：10.1002/anie.201612324

  日期：2017.4.10

  aminocarbonylation of aryl and heteroaryl sp2 C−H bonds using nitroarenes as the nitrogen source was achieved using Mo(CO)6 as the reductant and origin of the CO. This intermolecular C−H bond functionalization does not requires any exogenous ligand to be added, and our mechanism experiments indicate that the palladacycle catalyst serves two roles in the aminocarbonylation reaction: reduce the nitroarene

  Mo（CO）6作为CO的还原剂和来源，使用硝基芳烃作为氮源，实现了三组分钯催化的芳基和杂芳基sp 2 CH键的氨基羰基氨基羰基化反应。要求添加任何外源配体，我们的机理实验表明，戊四环催化剂在氨基羰基化反应中起两个作用：将硝基芳烃还原为亚硝基芳烃并激活sp 2 CH键。
• NOVEL SILYLATED METAL COMPLEXES
  申请人：Beers Scott

  公开号：US20140008617A1

  公开（公告）日：2014-01-09

  Novel metal complexes containing silyl substitution are provided. Depending on the location of the substitution, compounds that emit in the yellow or green portions of the spectrum can be produced. These compounds are useful as components of OLED devices.

  提供含有硅基取代的新颖金属配合物。根据取代位置的不同，可以产生在光谱的黄或绿部分发光的化合物。这些化合物作为OLED设备的组成部分非常有用。
• TETRADENTATE AND OCTAHEDRAL METAL COMPLEXES CONTAINING NAPHTHYRIDINOCARBAZOLE AND ITS ANALOGUES
  申请人：Arizona Board of Regents on behalf of Arizona State University

  公开号：US20160359125A1

  公开（公告）日：2016-12-08

  Tetradentate and octahedral metal complexes suitable for use as phosphorescent or delayed fluorescent and phosphorescent emitters in display and lighting applications.

  四齿和八面体金属配合物，适用于显示和照明应用中的磷光或延迟荧光和磷光发射体。