1-(3'-氯-联苯-4-基)-乙酮 | 5002-13-1

• 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: 1-(3'-氯-联苯-4-基)-乙酮
• 中文别名: 1-(3'-氯联苯-4-基)-乙酮
• 英文名称: 1-(3'-chlorobiphenyl-4-yl)ethanone
• 英文别名: 4-acetyl-3’-chlorobiphenyl；4-acetyl-3'-chlorobiphenyl；4-Acetyl-3'-chlor-biphenyl；1-[4-(3-chlorophenyl)phenyl]ethanone
• CAS: 5002-13-1
• 化学式: C₁₄H₁₁ClO
• 分子量: 230.694
• InChiKey: DUFBYEORCCIAEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2914700090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Acetyl-3’-chlorobiphenyl
Synonyms: 1-[4-(3-Chlorophenyl)phenyl]ethanone

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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-Acetyl-3’-chlorobiphenyl
CAS number: 5002-13-1

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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: C14H11ClO
Molecular weight: 230.7

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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, 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：

  1-(3'-氯-联苯-4-基)-乙酮 在 sodium hypobromide 作用下， 以 1,4-二氧六环 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：

  (3-氯苯基)三氟硼酸钾 在 palladium diacetate caesium carbonate 、 1,4-双(二苯基膦)丁烷 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 25.0h， 生成 1-(3'-氯-联苯-4-基)-乙酮
  参考文献：
  名称：

  四烷基有机三氟硼酸铵盐的合成和交叉偶联反应

  摘要：

  用氢氟酸处理有机硼酸可生成原位四配位有机三氟硼酸氢合盐，该四价氢合氢鎓与四正丁基氢氧化铵进行抗衡离子交换。所得四烷基铵盐与其有机三氟硼酸钾对应物一样，对空气和湿气稳定，具有易于溶于有机介质的附加优点。发现它们在温和的条件下与各种芳基和烯基卤化物进行Pd催化的Suzuki-Miyaura交叉偶联。它们在钯催化下与酰基卤的交叉偶联也可能产生酮。

  DOI：

  10.1016/s0040-4039(01)01983-9

文献信息

• Novel phosphorus-coordinated palladium(II) complexes derived from 3,5-disubstituted-1H-1,2,4-diazaphospholes: Synthesis and catalytic application in Suzuki-Miyaura cross-coupling reactions
  作者：Xuefeng Jia、Fang Zhao

  DOI：10.1016/j.ica.2017.02.020

  日期：2017.5

  Abstract Four novel phosphorus-coordinated palladium(II) complexes(I-IV) were easily prepared by the reaction of 3,5-disubstituted-1H-1,2,4-diazaphospholes with Pd(CH3CN)2Cl2 at room temperature and characterized. The catalytic activity of palladium(II) complexes was further evaluated in Suzuki-Miyaura reaction of aryl halides with arylboronic acids, giving the biphenyl derivatives in good yields.

  摘要通过3,5-二取代的-1H-1,2,4-二氮杂磷与Pd（CH3CN）2Cl2的室温反应容易制备了四种新型的磷配位的钯（II）配合物（I-IV），并对其进行了表征。在芳基卤化物与芳基硼酸的Suzuki-Miyaura反应中进一步评估了钯（II）配合物的催化活性，从而以良好的收率得到了联苯衍生物。
• Cubical Palladium Nanoparticles on C@Fe3O4 for Nitro reduction, Suzuki-Miyaura Coupling and Sequential Reactions
  作者：Basuvaraj Suresh Kumar、Arlin Jose Amali、Kasi Pitchumani

  DOI：10.1016/j.molcata.2016.08.003

  日期：2016.11

  Abstract Cubical Pd nanoparticles incorporated magnetically recyclable nanoreactor (Pd cNPs/C@Fe 3 O 4 ) are found to be efficient catalysts for the hydrogenation or aromatic nitrocompounds, Suzuki-Miyaura coupling and the sequential reaction of C C coupling followed by reduction of nitrobiphenyl substrates. A variety of aryl iodides, bromides and chlorides were coupled with phenylboronic acids to

  摘要 已发现掺入磁可回收纳米反应器 (Pd cNPs/C@Fe 3 O 4 ) 的立方 Pd 纳米粒子是氢化或芳族硝基化合物、Suzuki-Miyaura 偶联和 CC 偶联随后还原硝基联苯底物的顺序反应的有效催化剂。多种芳基碘化物、溴化物和氯化物与苯基硼酸偶联形成相应的联芳基产物，并对多种硝基芳族化合物进行加氢，收率高，TON。嵌入过量100}表面的钯立方纳米粒子（Pd cNPs）的催化活性优于嵌入混合表面刻面的Pd球形纳米粒子（Pd sNPs）。即使经过五次重复循环，催化效率也保持不变。观察到的催化活性增强归因于 Pd cNPs/C@Fe 3 O 4 催化剂表面存在的高密度低配位 Pd 100} 原子，这已通过 HR-TEM 研究得到证实。此外，该催化剂是真正的多相催化剂，高度稳定，不需要任何有毒配体，在硝基还原和 Suzuki-Miyaura 偶联反应中具有广泛的底物范围，以及以
• Rapid “Mix-and-Stir” Preparation of Well-Defined Palladium on Carbon Catalysts for Efficient Practical Use
  作者：Sergey A. Yakukhnov、Evgeniy O. Pentsak、Konstantin I. Galkin、Roman M. Mironenko、Vladimir A. Drozdov、Vladimir A. Likholobov、Valentine P. Ananikov

  DOI：10.1002/cctc.201700738

  日期：2018.4.24

  A facile direct deposition approach for the preparation of recyclable Pd/C catalysts simply by stirring a solution of tris(dibenzylideneacetone)dipalladium(0) with a suitable carbon material was evaluated. An extraordinarily rapid catalyst preparation procedure (<5 min) under mild conditions and its excellent performance in cross‐coupling and hydrogenation reactions were demonstrated. The key point

  评价了一种简单的直接沉积方法，该方法用于简单地通过搅拌三（二亚苄基丙酮）二钯（0）与合适的碳材料的溶液来制备可回收的Pd / C催化剂。证明了在温和条件下非常快速的催化剂制备程序（<5分钟）及其在交叉偶联和加氢反应中的优异性能。催化剂设计的关键是将Pd 0中心直接沉积在高度可及的表面积上，避免出现不确定的Pd II / Pd 0状态。
• Pseudo-Solid-State Suzuki-Miyaura Reaction and the Role of Water Formed by Dehydration of Arylboronic Acids
  作者：Evgeniy O. Pentsak、Valentine P. Ananikov

  DOI：10.1002/ejoc.201900410

  日期：2019.7.14

  Conditions for a solid‐state Suzuki–Miyaura reaction were analyzed in details. The results confirm the key role of water, which is formed as a by‐product in the side reaction of arylboronic acid trimerization.

  详细分析了固态Suzuki-Miyaura反应的条件。结果证实了水的关键作用，它是芳基硼酸三聚反应副产物中的副产物。
• The Substituent Effect. XII. Solvolysis of 3′- and 4′-Substituted 1-(4-Biphenylyl)ethyl Chlorides
  作者：Yuho Tsuno、Wei-Yuen Chong、Yoshihiko Tairaka、Masami Sawada、Yasuhide Yukawa

  DOI：10.1246/bcsj.51.596

  日期：1978.2

  Rate constants of solvolysis of 3′- and 4′-substituted 1-(4-biphenylyl) ethyl chlorides were measured in 80% (v/v) aqueous acetone. The effect of substituents could be correlated excellently with the LArSR relationship.log k⁄k0=−1.56(σ0+0.84Δ\barσR+)The ρ and r+ values are smaller than those in the corresponding phenyl system under identical conditions (ρ=−4.95, r+=1.15). The difference of the r+ values

  在 80% (v/v) 丙酮水溶液中测量 3'- 和 4'-取代的 1-(4-联苯基) 乙基氯的溶剂分解速率常数。取代基的影响可以与LArSR关系很好地相关。log k⁄k0=−1.56(σ0+0.84Δ\barσR+) ρ和r+值小于相同条件下相应苯基体系中的值（ρ=−4.95 , r+=1.15)。r+ 值的差异解释为两个苯基围绕联苯中的枢轴键的扭曲。相同的处理方法已成功应用于其他反应性数据集；溶剂分解、原脱甲硅烷化、碱水解和哌啶脱溴。结果表明，在所有研究的反应中，联苯基中的π电子传输的有效性相对于苯基体系始终降低。