4-(3-氯苯基)苯甲腈 | 5728-39-2

• 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-(3-氯苯基)苯甲腈
• 英文名称: 3'-chloro-[1,1'-biphenyl]-4-carbonitrile
• 英文别名: 3'-Chlor-4-cyan-biphenyl；4-(3-Chlorophenyl)benzonitrile
• CAS: 5728-39-2
• 化学式: C₁₃H₈ClN
• 分子量: 213.666
• InChiKey: MPNMDPMKZISVOK-UHFFFAOYSA-N

物化性质

• 沸点：
  363.4±25.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 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：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2926909090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(3-Chlorophenyl)benzonitrile
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-(3-Chlorophenyl)benzonitrile
CAS number: 5728-39-2

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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: C13H8ClN
Molecular weight: 213.7

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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-(3-氯苯基)苯甲腈 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 4-联苯-3-氯羧酸
  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：

  1-氯-3-(4-硝基苯基)苯 在 盐酸 、 铁粉 作用下， 以 乙醇 为溶剂， 生成 4-(3-氯苯基)苯甲腈
  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

文献信息

• Cobalt-catalyzed cross-coupling reactions of aryl- and alkylaluminum derivatives with (hetero)aryl and alkyl bromides
  作者：Giuseppe Dilauro、Francesco Messa、Fabio Bona、Serena Perrone、Antonio Salomone

  DOI：10.1039/d1cc04002b

  日期：——

  A simple cobalt complex, such as Co(phen)Cl2, turned out to be a highly efficient and cheap precatalyst for a host of cross-coupling reactions involving aromatic and aliphatic organoaluminum reagents with aryl, heteroaryl and alkyl bromides. New C(sp2)–C(sp2) and C(sp2)–C(sp3) bonds were formed in good to excellent yields and with high chemoselectivity, under mild reaction conditions.

  简单的钴配合物，如 Co( phen )Cl 2，被证明是一种高效且廉价的预催化剂，可用于许多交叉偶联反应，包括芳香族和脂肪族有机铝试剂与芳基、杂芳基和烷基溴化物。在温和的反应条件下，新的 C(sp 2 )–C(sp 2 ) 和 C(sp 2 )–C(sp 3 ) 键以良好到极好的产率和高化学选择性形成。
• Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold
  作者：Ignacio Medina-Mercado、Susana Porcel

  DOI：10.1055/s-0041-1737882

  日期：2022.11

  A gold-catalysed coupling of aryldiazonium salts with arylboronic acids is described. The reactions proceed in satisfactory yields under irradiation with blue LEDs in the presence of KF and a catalytic amount of ascorbic acid. Notably, 4-nitrobenzendiazonium tetrafluoro­borate is sufficiently reactive to undergo the coupling with a variety of arylboronic acids in the absence of aryl radical initiators

  描述了芳基重氮盐与芳基硼酸的金催化偶联。在 KF 和催化量的抗坏血酸存在下，在蓝色 LED 的照射下，反应以令人满意的产率进行。值得注意的是，4-硝基苯重氮四氟硼酸盐具有足够的反应性，可以在不存在芳基自由基引发剂的情况下与多种芳基硼酸发生偶联。该偶联适用于存在于两个基板的对位、邻位和间位的给电子基团和吸电子基团。
• One‐Pot Sequential Kumada–Tamao–Corriu Couplings of (Hetero)Aryl Polyhalides in the Presence of Grignard‐Sensitive Functional Groups Using Pd‐PEPPSI‐IPent ^Cl
  作者：Narayan Sinha、Pier Alexandre Champagne、Michael J. Rodriguez、Yu Lu、Michael E. Kopach、David Mitchell、Michael G. Organ

  DOI：10.1002/chem.201901150

  日期：2019.5.7

  We report a general and rapid chemoselective Kumada–Tamao–Corriu (KTC) cross‐coupling of aryl bromides in the presence of chlorides or triflates with functionalized Grignard reagents at 0 °C in 15 min by using Pd‐PEPPSI‐IPentCl (C4). Nucleophiles and electrophiles (or both) can contain Grignard‐sensitive functional groups (‐CN, ‐COOR, etc.). Control experiments together with DFT calculations suggest

  我们报告了使用Pd-PEPPSI-IPent Cl（C4）在15°C下于0°C下在氯化物或三氟甲磺酸与功能化Grignard试剂存在下，在芳基溴化物的常规快速化学选择性Kumada-Tamao-Corriu（KTC）交叉偶联中进行的情况。。亲核试剂和亲电子试剂（或两者）可以包含对格氏试剂敏感的官能团（-CN，-COOR等）。对照实验和DFT计算表明，在Cl / OTf与功能化Grignard试剂存在下，金属转移是限制Br选择性交叉偶联的速率。首次证明了单锅顺序KTC / KTC与溴-氯代芳烃的交叉偶联。我们还报告了使用C4的单锅顺序KTC / Negishi交叉耦合 展示了这种方法的多功能性。
• In-situ Palladium-Doped Conjugated Polymer Network for Visible and Natural Sunlight-Driven Suzuki Type Cross-Coupling Reaction at Room Temperature
  作者：Raj Laxmi、Anshuman Deval、Anamika Jaiswal、Neelam Gupta、Biplab Kumar Kuila

  DOI：10.1039/d4cy00089g

  日期：——

  reactive species involved in the reaction's path, in-depth mechanistic studies were carried out. It is further underlined that the CPN has greater catalytic efficiency based on its exceptional resistance to 50 substrates of varying functionality, for 5 consecutive catalyst recycling cycles as well as bulk-scale reactions and a turnover frequency value of up to 1840 h−1 at a low catalyst dose of Pd (0.0125

  在这里，我们描述了通过使用易于原位负载 Pd 金属的共轭聚合物网络（CPN）来直接利用可见光能量，用于光催化铃木型 C-C 交叉偶联反应。使用环境友好型溶剂在光照射下定量获得了所需的产物（产率>90%）。在正常太阳光下，使用相同的实验条件保持相似的催化活性。为了理解反应路径中涉及的每个变量和反应物种的功能，进行了深入的机理研究。进一步强调的是，CPN 具有更高的催化效率，因为它对 50 种不同功能的底物具有出色的耐受性，适用于 5 个连续的催化剂回收循环以及大规模反应，并且周转频率值高达 1840 小时 −1
• 一种具有氰基取代的杂环化合物
  申请人：北京夏禾科技有限公司

  公开号：CN116162083A

  公开（公告）日：2023-05-26

  公开了一种具有氰基取代的杂环化合物。该化合物具有式1表示的结构，这些新型化合物可应用于电致发光器件中能够提供更好的器件性能，尤其是器件效率的提升，例如功率效率、电流效率和外量子效率。还公开了一种包含该化合物的有机电致发光器件及包含该化合物的化合物组合物。