4-(3,5-二甲基苯基)苯甲腈 | 935552-89-9

• 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-(3,5-二甲基苯基)苯甲腈
• 英文名称: 3',5'-dimethyl-[1,1'-biphenyl]-4-carbonitrile
• 英文别名: 4-cyano-3',5'-dimethylbiphenyl；3',5'-dimethylbiphenyl-4-carbonitrile；4-(3,5-Dimethylphenyl)benzonitrile
• CAS: 935552-89-9
• 化学式: C₁₅H₁₃N
• 分子量: 207.275
• InChiKey: XRXGVDHXCUMXEW-UHFFFAOYSA-N

物化性质

• 熔点：
  58-59 °C
• 沸点：
  344.5±21.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 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-(3,5-Dimethylphenyl)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-(3,5-Dimethylphenyl)benzonitrile
CAS number: 935552-89-9

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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: C15H13N
Molecular weight: 207.3

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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

• 作为产物：
  描述：

  对氯苯甲腈 、 3,5-二甲基苯硼酸 在 potassium fluoride 、 lithium hydroxide 、 正丁基锂 、 三苯基膦 作用下， 以 1,4-二氧六环 、 正己烷 为溶剂， 反应 1.0h， 以92%的产率得到4-(3,5-二甲基苯基)苯甲腈
  参考文献：
  名称：

  铜 + 炭包镍 (Cu-Ni/C)：一种用于交叉偶联的双金属非均相催化剂。

  摘要：

  已经开发出一种由负载在木炭中的铜和氧化镍颗粒组成的新型多相催化剂。它催化传统上使用钯、镍或铜的交叉偶联反应，包括 Suzuki-Miyaura 反应、Buchwald-Hartwig 胺化、乙烯基丙烷烷基化、芳基卤化物的醚化、芳基卤化物还原、活化烯烃的不对称共轭还原和叠氮炔”点击”反应。

  DOI：

  10.1021/ol801676u

文献信息

• 一种以苯酚为原料合成联苯类化合物的方法
  申请人：遵义医科大学

  公开号：CN111362805A

  公开（公告）日：2020-07-03

  本方案公开了有机化学合成技术领域一种以苯酚为原料合成联苯类化合物的方法，将苯酚或取代苯酚、碱、50％‑90％乙醇水溶液混合反应，并缓慢通入磺酰氟气体，常温下磁力搅拌反应4‑12小时；向所述圆底烧瓶中加入芳基硼酸、碱、钯催化剂，继续常温反应6‑12小时；反应结束后，向所述圆底烧瓶加入饱和食盐水淬灭反应得到反应混合物；反应混合物用乙酸乙酯萃取反应产物，合并有机相，滤液浓缩，将浓缩后的滤液用柱层析分离，得到分析纯的联苯类或三联苯类化合物。使用该方法一方面降低了联苯类化合物的生产成本，另一方面该方法的使用也在天然产物、医药、农药、除草剂以及高分子传导材料、液晶材料的合成等方面有着广泛的应用前景。
• Pd-Catalyzed Kumada−Corriu Cross-Coupling Reactions at Low Temperatures Allow the Use of Knochel-type Grignard Reagents
  作者：Ruben Martin、Stephen L. Buchwald

  DOI：10.1021/ja070830d

  日期：2007.4.1

  A catalyst system able to operate at temperatures as low as −65 °C for the Pd-catalyzed Kumada−Corriu cross-coupling reaction is described. This unprecedented level of activity allows the use of highly functionalized (Knochel-type) Grignard reagents. Additionally, the tolerance of the protocol toward a wide variety of functional groups allows for the synthesis of valuable compounds, including heterocyclic

  描述了一种能够在低至 -65°C 的温度下运行的催化剂体系，用于 Pd 催化的 Kumada-Corriu 交叉偶联反应。这种前所未有的活性水平允许使用高度官能化（Knochel 型）格氏试剂。此外，该协议对各种官能团的耐受性允许合成有价值的化合物，包括杂环或多氟联芳基。
• A One-Pot, Single-Solvent Process for Tandem, Catalyzed C-H Borylation-Suzuki-Miyaura Cross-Coupling Sequences
  作者：Patrick Steel、Todd Marder、Peter Harrisson、James Morris

  DOI：10.1055/s-0028-1087374

  日期：——

  Methyl tert-butyl ether is a suitable solvent for iridium-catalyzed C-H borylation followed, in the same pot, by palladium-catalyzed Suzuki-Miyaura cross-coupling sequences, giving high yields of biaryls.

  甲基叔丁基醚是铱催化的C-H硼化反应的合适溶剂，随后在同一锅中进行钯催化的铃木-宫浦交叉偶联反应，能得到高产率的二芳烃。
• The site-selectivity and mechanism of Pd-catalyzed C(sp²)–H arylation of simple arenes
  作者：Daeun Kim、Geunho Choi、Weonjeong Kim、Dongwook Kim、Youn K. Kang、Soon Hyeok Hong

  DOI：10.1039/d0sc05414c

  日期：——

  functionalization reactions in organic synthesis. Despite the seminal breakthrough of the Pd-catalyzed C(sp2)–H arylation of simple arenes via a concerted metalation–deprotonation (CMD) pathway in 2006, understanding the site-selectivity of the reaction still remains elusive. Here, we have comprehensively investigated the scope, site-selectivity, and mechanism of the Pd-catalyzed direct C–H arylation reaction of

  对于有机合成中催化C–H官能化反应的实际应用，位点选择性的控制是一个关键挑战。尽管2006年通过协同的金属化-去质子化（CMD）途径，钯催化了简单的芳烃的C（sp 2）-H芳基化的开创性突破，但仍不清楚该反应的位点选择性。在这里，我们全面研究了Pd催化的简单芳烃直接C–H芳基化反应的范围，位点选择性和机理。与直觉相反，富含电子的芳烃优选进行间芳基化而无需专门设计的导向基团，而带有氟或氰基的缺电子芳烃表现出高邻位带有大量吸电子基团的选择性和缺电子的芳烃有利于间位产物。通过动力学测量和使用芳基钯配合物的化学计量实验相结合的综合机械研究表明，基于Pd的催化体系通过协同双金属机理起作用，而不是最初提出的单金属CMD机理，无论是否存在强配位的L型配体。特别地，建议将受钾阳离子影响的金属转移步骤作为选择性确定步骤。
• ORGANIC LIGHT-EMITTING DEVICE
  申请人：LG CHEM, LTD.

  公开号：US20210305516A1

  公开（公告）日：2021-09-30

  Provided is an organic light emitting device including a first electrode; a second electrode opposite to the first electrode; and a first organic material layer and a second organic material layer provided between the first electrode and the second electrode, wherein the first organic material layer includes a compound of Chemical Formula 1: wherein: at least one of Xa to Xc is N, and the rest are CR; and Ar2 to Ar4 are each independently a substituted or unsubstituted aryl or heterocyclic group, and the second organic material layer includes a compound of (HAr) a -[L1-Ar1-L2-(CN) b ] c Chemical Formula 2: wherein: HAr is a substituted or unsubstituted heterocyclic group including at least one or more Ns; L1 and L2 are each independently a direct bond or a substituted or unsubstituted arylene or divalent heterocyclic group; and Ar1 is a direct bond, —O—, or a substituted or unsubstituted arylene or divalent heterocyclic group.

  提供的是一种有机发光器件，包括第一电极；与第一电极相对的第二电极；以及第一有机材料层和第二有机材料层，它们位于第一电极和第二电极之间。其中，第一有机材料层包括化学式1的化合物：其中：Xa到Xc中至少有一个是N，其余为CR；Ar2到Ar4各自独立地是取代或未取代的芳基或杂环基；第二有机材料层包括化学式2的化合物：其中：HAr是取代或未取代的含有至少一个或多个N的杂环基；L1和L2各自独立地是直接键或取代或未取代的芳撑或二价杂环基；Ar1是直接键，-O-或取代或未取代的芳撑或二价杂环基。