4-甲基-联苯-4-胺盐酸盐 | 1204-78-0

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 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-甲基-联苯-4-胺盐酸盐
• 中文别名: 4'-甲基-[1,1'-联苯]-4-胺；4-氨基-4'-甲基联苯；4'-甲基[1,1'-联苯]-4-胺盐酸盐
• 英文名称: 4-(4-methylphenyl)aniline
• 英文别名: 4'-methyl-[1,1'-biphenyl]-4-amine；4-amino-4'-methylbiphenyl；4'-methyl-4-aminobiphenyl；4'-methylbiphenyl-4-amine；4'-methyl-4-biphenylamine；(4'-methylbiphenyl-4-yl)amine
• CAS: 1204-78-0
• 化学式: C₁₃H₁₃N
• mdl: MFCD01740420
• 分子量: 183.253
• InChiKey: NQVLOHKMEASTMW-UHFFFAOYSA-N

物化性质

• 熔点：
  99°C
• 沸点：
  306.94°C (rough estimate)
• 密度：
  1.0650 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(4-Methylphenyl)aniline
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-Methylphenyl)aniline
CAS number: 1204-78-0

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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: C13H13N
Molecular weight: 183.2

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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-甲基-联苯-4-胺盐酸盐 以 甲苯 为溶剂， 反应 12.0h， 生成 N-(4'-methylbiphenyl-4-yl)-N-(2-oxotetrahydrofuran-3-yl)formamide
  参考文献：
  名称：

  [EN] MATRIX METALLOPROTEINASE INHIBITORS
  [FR] INHIBITEURS DE MÉTALLOPROTÉINASE MATRICIELLE

  摘要：

  本发明涉及公式（I）的甲基磺酰胺和N-甲酰胺衍生物，以及它们的合成方法。该发明还涉及含有这些衍生物的药物组合物，以及治疗哮喘、类风湿关节炎、慢性阻塞性肺病、鼻炎、骨关节炎、银屑病性关节炎、牛皮癣、肺纤维化、肺部炎症、急性呼吸窘迫综合征、牙周炎、多发性硬化症、牙龈炎、动脉粥样硬化、干眼症、新生内膜增生导致再狭窄和缺血性心力衰竭、中风、肾脏疾病、肿瘤转移以及其他以基质金属蛋白酶过度表达和过度活化为特征的炎症性疾病的方法，使用这些化合物。

  公开号：

  WO2012038944A1
• 作为产物：
  描述：

  4-甲基-4'-硝基联苯 在 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 生成 4-甲基-联苯-4-胺盐酸盐
  参考文献：
  名称：

  通过基于结构的虚拟筛选发现联苯磺酰胺作为新型 β-N-乙酰基-d-己糖胺酶抑制剂

  摘要：

  由于抗性的发展，总是需要新的杀虫靶标。的Hex1，一个β- Ñ乙酰基d氨基己糖苷酶在识别亚洲玉米螟（亚洲玉米螟），是参与昆虫几丁质分解代谢并已证明对于杀虫剂发展的理想靶标。在这项研究中，基于结构的虚拟筛选，结构简化，和生物学评价用于显示与联苯磺酰胺骨架有很大的潜力作为化合物中Hex1抑制剂。具体而言，化合物10k、10u和10v具有K i值分别为 4.30、3.72 和 4.56 μM，因此，它们比一些报道的非糖基抑制剂更有效，例如粘液素 B 1 ( K i = 26 μM)、小檗碱 ( K i = 12 μM)、2 ( K i = 11.2 μM)，和3 ( K i= 28.9 微米）。此外，抑制动力学评估表明，目标化合物在底物方面是竞争性抑制剂，并且基于毒性预测，它们中的大多数具有有效的药物特性。所得结果表明，联苯磺酰胺骨架具有化学结构简单、合成易处理、活性强、毒性低等特点，在以Hex1

  DOI：

  10.1021/acs.jafc.1c01642

文献信息

• Exhaustive Reduction of Esters Enabled by Nickel Catalysis
  作者：Adam Cook、Sekar Prakash、Yan-Long Zheng、Stephen G. Newman

  DOI：10.1021/jacs.0c02405

  日期：2020.5.6

  tolyl-derivatives. This is achieved by an organosilane-mediated ester hydrosilylation reaction and subsequent Ni/NHC catalyzed hydrogenolysis. The resulting conditions provide a direct and efficient alternative to multi-step procedures for this transformation that often require use of hazardous metal hydrides. Applications in the synthesis of -CD3 containing products, derivatization of bioactive molecules, and chemoselective

  我们报告了将未活化的芳基酯直接还原为其相应的甲苯基衍生物的一步程序。这是通过有机硅烷介导的酯氢化硅烷化反应和随后的 Ni/NHC 催化氢解来实现的。由此产生的条件为通常需要使用危险金属氢化物的这种转化的多步骤程序提供了一种直接有效的替代方法。展示了在合成含 -CD3 的产品、生物活性分子的衍生化以及在其他 CO 键存在下进行化学选择性还原中的应用。
• Nickel-Catalyzed Monoarylation of Ammonia
  作者：Andrey Borzenko、Nicolas L. Rotta-Loria、Preston M. MacQueen、Christopher M. Lavoie、Robert McDonald、Mark Stradiotto

  DOI：10.1002/anie.201410875

  日期：2015.3.16

  diverse (hetero)aryl chloride, bromide, and tosylate electrophiles were employed in the Ni‐catalyzed monoarylation of ammonia, including chemoselective transformations. The employed JosiPhos/[Ni(cod)2] catalyst system enables the use of commercially available stock solutions of ammonia, or the use of ammonia gas in these reactions, thereby demonstrating the versatility and potential scalability of the reported

  结构多样的（杂）芳基氯，溴化物和甲苯磺酸盐亲电子体被用于Ni催化的氨单芳基化反应，包括化学选择性转化。所采用的JosiPhos / [Ni（cod）2 ]催化剂体系使得能够使用市售的氨气储备溶液，或在这些反应中使用氨气，从而证明了所报道方案的多功能性和潜在的可扩展性。原理验证实验证明，空气稳定的[（JosiPhos）NiCl 2 ]预催化剂可成功用于此类转化。
• Sulfonated N-heterocyclic carbenes for Suzuki coupling in water
  作者：Christoph Fleckenstein、Sutapa Roy、Steffen Leuthäußer、Herbert Plenio

  DOI：10.1039/b703658b

  日期：——

  Sulfonated, water-soluble imidazolium and imidazolinium salts were synthesized and the respective Pd-complexes with N,N'-bis(2,6-dialkyl-4-SO(3)(-)-phenyl)imidazol-2-ylidene and N,N'-bis(2,6-dialkyl-4-SO(3)(-)-phenyl)-4,5-dihydroimidazol-2-ylidene ligands were applied in aqueous Suzuki coupling reactions of aryl chlorides.

  合成了磺化的水溶性咪唑鎓盐和咪唑啉鎓盐，并分别与N，N'-双（2,6-二烷基-4-SO（3）（-）-苯基）咪唑-2-亚烷基和N将N′-双（2，6-二烷基-4-SO（3）（-）-苯基）-4，5-二氢咪唑-2-亚烷基配体用于芳基氯化物的水性Suzuki偶联反应。
• Stabilizing PdII on hollow magnetic mesoporous spheres: a highly active and recyclable catalyst for carbonylative cross-coupling and Suzuki coupling reactions
  作者：Jianrui Niu、Mengmeng Liu、Peng Wang、Yu Long、Miao Xie、Rong Li、Jiantai Ma

  DOI：10.1039/c3nj01293j

  日期：——

  A hollow magnetic mesoporous silica sphere (HMMS) catalyst has been synthesized using polystyrene microspheres as a chemical template. The catalyst was characterized by TEM, XRD, XPS and vibrating sample magnetometry (VSM). The catalyst shows high activity for the carbonylative cross-coupling reaction of aryl iodides with arylboronic acids and Suzuki coupling reactions. The newly developed catalyst

  使用聚苯乙烯微球作为化学模板合成了中空磁性介孔二氧化硅球（HMMS）催化剂。该催化剂通过TEM，XRD，XPS和振动样品磁力法（VSM）进行了表征。该催化剂对芳基碘化物与芳基硼酸的羰基交叉偶联反应和Suzuki偶联反应显示出高活性。新开发的催化剂易于通过磁性分离从反应液相中回收，并且可以循环使用。重要的是，该催化剂在反应条件下和循环阶段显示出高效率和高稳定性。
• Dendrimer-encapsulated Pd nanoparticles as catalysts for C–C cross-couplings in flow microreactors
  作者：Roberto Ricciardi、Jurriaan Huskens、Willem Verboom

  DOI：10.1039/c5ob00289c

  日期：——

  Pd nanoparticles. The catalysts were efficient for the Heck–Cassar (copper-free Sonogashira) and Suzuki–Miyaura (SMC) cross-coupling reactions. For the Heck–Cassar reaction between iodobenzene and phenylacetylene, the catalytic system exhibited a high turnover frequency (TOF) and on average required milder reaction conditions as compared to other continuous flow cross-couplings. A study of the substituent

  玻璃微反应器的内壁用树枝状聚合物封装的Pd纳米颗粒进行功能化。该催化剂对于Heck-Cassar（无铜Sonogashira）和Suzuki-Miyaura（SMC）交叉偶联反应非常有效。对于碘代苯和苯乙炔之间的Heck-Cassar反应，与其他连续流交叉偶联反应相比，该催化体系具有较高的周转频率（TOF），并且平均而言需要较温和的反应条件。对对位取代的芳基卤化物的取代作用的研究表明，吸电子侧基对SMC具有有益作用。而且，由哈米特曲线确定的1.5的反应常数（ρ）表明除了氧化加成以外可能的速率确定步骤。