N-乙基-4-氰基苯胺 | 4714-63-0

• 物质功能分类: 化学试剂 - 有机试剂 - 多胺
• 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: N-乙基-4-氰基苯胺
• 中文别名: 4-(乙基氨基)苯甲腈；4-乙氨基苯腈
• 英文名称: 4-(ethylamino)benzonitrile
• 英文别名: N-ethyl-4-cyanoaniline
• CAS: 4714-63-0
• 化学式: C₉H₁₀N₂
• mdl: MFCD11135503
• 分子量: 146.192
• InChiKey: SDEKOWFEFINMCS-UHFFFAOYSA-N

物化性质

• 沸点：
  287 ºC
• 密度：
  1.04
• 闪点：
  127 ºC

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  应存放在室温、避光且处于惰性气体保护的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(Ethylamino)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-(Ethylamino)benzonitrile
CAS number: 4714-63-0

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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: C9H10N2
Molecular weight: 146.2

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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：

  N-乙基-4-氰基苯胺 在 三氟甲磺酸 作用下， 以 氯仿 为溶剂， 反应 10.0h， 以88%的产率得到4,4',4''-(1,3,5-triazine-2,4,6-triyl)tris(N-ethylaniline)
  参考文献：
  名称：

  一种简单的基于三嗪（DA）的有机荧光基团选择性双传感器，用于铜（II）和重铬酸根离子及其溶剂致变色，固态传感，逻辑门应用

  摘要：

  在此，已经报道了用于非水溶液中的铜（II）和重铬酸根离子的选择性双重感测的基于三嗪的荧光团的设计和合成。三嗪基荧光团（TZAS）是由廉价的起始原料以很高的收率合成的。荧光团已通过各种光谱技术进行了全面表征。TZAS具有N-（乙基）胺和三嗪核分别充当供体和受体。此外，研究了它与固相和溶液相中各种分析物的相互作用。当溶剂极性从非极性溶剂增加到极性溶剂时，TZAS化合物显示出正溶剂溶变色。已经针对各种分析物（阳离子和阴离子）研究了TZAS的传感能力。结果表明，二甲亚砜溶剂介质中重铬酸盐和铜离子的检出限分别为1.3×10 -8  M和11×10 -8M  。在NMR，ESI-MS，FTIR光谱的支持下，确定了在存在Cu 2+ / Cr 2 O 7 2-的情况下所提出探针的传感机制。约伯的情节和密度泛函理论。此外，通过理论（DFT）分析计算出TZAS与TZAS分析物前沿轨道之间的能隙。TZAS的感测

  DOI：

  10.1016/j.dyepig.2019.04.041
• 作为产物：
  描述：

  N-(4-氰基苯基)-N-乙基-乙酰胺 在 盐酸 、 水 、 potassium carbonate 作用下， 反应 4.0h， 生成 N-乙基-4-氰基苯胺
  参考文献：
  名称：

  [EN] 2-ARYL- AND 2-HETEROARYLTHIAZOLYL COMPOUNDS, METHODS FOR THEIR PREPARATION AND USE THEREOF
  [FR] COMPOSÉS DE 2-ARYL- ET DE 2-HÉTÉROARYL-THIAZOLYLE, LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION

  摘要：

  本发明揭示了融合的双环2-芳基或2-杂环芳基噻唑基化合物及其药用盐和酯，这些化合物对抑制癌细胞的生长、特别是抑制人类乳腺癌肿瘤的生长以及治疗与分泌蛋白相关的疾病或紊乱，包括高水平的分泌蛋白水平具有用处。

  公开号：

  WO2009120826A1

文献信息

• A strategy of two-step tandem catalysis towards direct N-alkylation of nitroarenes with ethanol via facile fabricated novel Co-based catalysts derived from coordination polymers
  作者：Jing Wang、Tianqinji Qi、Zhibin Li、Wei She、Xuewei Li、Jingfang Li、Pengfei Yan、Weizuo Li、Guangming Li

  DOI：10.1016/j.jcat.2019.07.002

  日期：2019.8

  the first carbon-nitrogen species supported Co/Co3O4 catalysts derived from the CPs, which could effectively catalyzed the N-alkylation of nitroarenes with ethanol to produce the secondary amines and/or tertiary amines. This low-cost, recyclable and easy scale-up N-doped carbon supported catalyst may be of potential application in various heterogeneous catalytic reactions.

  三种新型掺杂的N -碳负载CO / CO2 3 ö 4催化剂，即，[电子邮件保护] HMTA，[电子邮件保护] LARG和Co的Co 3 ö 4 @ CN-联吡啶，以片状，支持WORM，蜂巢状形态分别通过定义明确的配位聚合物（CP）的热解制备。将所制备的催化剂用于硝基芳烃与乙醇的N-烷基化反应后，可实现直接的两步串联反应，其中[受电子邮件保护的] hmta可实现100％的N-乙基苯胺/ N转化率/选择性，来自硝基芳烃与乙醇的直接N-烷基化反应的N-二乙基苯胺。进行动力学研究以证实苯胺与乙醇的N-烷基化是两步串联反应中的速率决定步骤。SEM / EDX，XRD，Raman，TEM，XPS和CO 2 -TPD表征结果表明，可以通过改变Co的结构来调节金属Co的尺寸和分散度，结构缺陷的数量以及对三种催化剂的表面路易斯碱度。不同有机连接基设计的基于CP的CP，这也可能有助于从分子水平理解工业催化剂的制备。优化的[受电子邮件保护]
• Selective Synthesis of Secondary and Tertiary Amines by Reductive <i>N‐</i> Alkylation of Nitriles and <i>N‐</i> Alkylation of Amines and Ammonium Formate Catalyzed by Ruthenium Complex
  作者：Iryna D. Alshakova、Georgii I. Nikonov

  DOI：10.1002/cctc.201900561

  日期：2019.11.7

  syntheses of secondary and tertiary amines via reductive N‐alkylation of nitriles and N‐alkylation of primary amines is proposed. Isomeric complexes 8 catalyze transfer hydrogenation and N‐alkylation of nitriles in ethanol to give secondary amines. Unsymmetrical secondary amines can be produced by N‐alkylation of primary amines with alcohols via the borrowing hydrogen methodology. Aliphatic amines were obtained

  提出了一种新的钌催化体系，用于通过腈的还原性N-烷基化和伯胺的N-烷基化来合成仲胺和叔胺。异构体络合物8催化腈在乙醇中的转移加氢和N烷基化，生成仲胺。不对称仲胺可由N生成通过借用氢方法将伯胺与醇进行烷基化。以优异的收率获得脂肪族胺，而对于苯胺仅观察到中等的转化率。基于动力学和机理研究，建议确定速率的步骤是将中间体亚胺氢化为胺。最后，在钌催化剂8存在下，甲酸铵用作醇的胺化试剂。。在100°C下24小时内可从伯醇中获得仲胺，长时间加热后可生成叔胺。仲醇只能以中等收率转化为仲胺。根据机理研究，建议该方法通过烷氧基碳酸铵铵中间体进行，其中碳酸酯充当有效的离去基团。
• <i>N</i>-Demethylation of <i>N,N</i>-Dimethylanilines by the Benzotriazole <i>N</i>-Oxyl Radical: Evidence for a Two-Step Electron Transfer−Proton Transfer Mechanism
  作者：Enrico Baciocchi、Massimo Bietti、Osvaldo Lanzalunga、Andrea Lapi、Daniele Raponi

  DOI：10.1021/jo100040y

  日期：2010.3.5

  The reaction of the benzotriazole N-oxyl radical (BTNO) with a series of 4-X-N,N-dimethylanilines (X = CN, CF3, CO2CH2CH3, CH3, OC6H5, OCH3) has been investigated in CH3CN. Product analysis shows that the radical, 4-X-C6H4N(CH3)CH2•, is first formed, which can lead to the N-demethylated product or the product of coupling with BTNO. Reaction rates were found to increase significantly by increasing the

  苯并三唑N-氧基自由基（BTNO）与一系列4-X- N，N-二甲基苯胺（X = CN，CF 3，CO 2 CH 2 CH 3，CH 3，OC 6 H 5，OCH 3）已在CH 3 CN中进行了研究。产物分析表明，首先形成了自由基4-XC 6 H 4 N（CH 3）CH 2 •，这可能导致生成N-脱甲基产物或与BTNO偶联的产物。发现反应速率通过增加芳基取代基的供电子能力而显着提高（ρ + = -3.8）。使用给电子性取代基（X = CH 3，OC 6 H 5，OCH 3），未观察到分子间氘动力学同位素效应（DKIE）和基本的分子内DKIE。在具有吸电子取代基（X ＝ CN，CF 3，CO 2 CH 2 CH 3）的情况下，观察到分子间和分子内DKIE的实质值。这些结果可以根据N的电子转移机理来解释，N-二甲基苯胺到BTNO自由基，然后使苯胺自由基阳离子去质子化（ET-PT机理）。通过将Marcus方程应用于X
• [EN] PHENYLALANINE DERIVATIVES AND THEIR USE AS NON-PEPTIDE GLP-1 RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS PHÉNYLALANINES ET LEUR UTILISATION COMME MODULATEURS NON PEPTIDIQUES DU RÉCEPTEUR DE GLP-1
  申请人：ARGUSINA INC

  公开号：WO2011094890A1

  公开（公告）日：2011-08-11

  Provided herein are non-peptide GLP-1 receptor modulator compounds, for example, of Formula (I), pharmaceutical compositions comprising such compounds, and processes of preparation thereof. Also provided are methods of their use for the treatment of a metabolic disorder.

  本文提供了非肽类GLP-1受体调节剂化合物，例如，Formula (I)的化合物，包括这些化合物的药物组合物，以及其制备方法。还提供了这些化合物用于治疗代谢紊乱的方法。
• A highly efficient Co-based catalyst fabricated by coordination-assisted impregnation strategy towards tandem catalytic functionalization of nitroarenes with various alcohols
  作者：Jing Wang、Wei She、Xuewei Li、Zhibin Li、Jingfang Li、Guijie Mao、Weizuo Li、Guangming Li

  DOI：10.1016/j.jcat.2021.10.021

  日期：2021.12

  (termed Zn-HMTA), with free uncoordinated tertiary amine groups, has been synthesized via solution diffusion method for the first time. The crystal structure of 2D Zn-HMTA metalloligand was determined by the single crystal X-ray diffraction (SCXRD). The SCXRD and X-ray photoelectron spectroscopy (XPS) analyses have revealed that the 2D Zn-HMTA metalloligand is rich in- free tertiary amine groups, which

  首次通过溶液扩散法合成了一种明确定义的六亚甲基四胺（缩写为HMTA）基于二维（2D）MOFs 金属配体（称为 Zn- HMTA），具有游离的未配位叔胺基团。二维Zn- HMTA金属配体的晶体结构由单晶 X 射线衍射 (SCXRD) 确定。SCXRD和X射线光电子能谱（XPS）分析表明，二维Zn- HMTA金属配体富含游离的叔胺基团，对过渡金属离子（如Ni 2+、Co 2+、 Zn 2+、Cu 2+ )。结果，二维双金属 Co@Zn-HMTA MOFs 是通过配位辅助浸渍 (CAI) 策略合成的，这归因于游离叔胺基团具有强配位能力的独特特征。此外，在合成的 Co@Zn- HMTA MOFs 上提供了一系列自支撑的 Co-ZnO-CN 纳米催化剂，作为在不同温度下热解的自牺牲模板。优化后的催化剂（称为 Co-ZnO@CN-CAI）与经典的 ZnO@CN 复合材料（源自 Zn- HMTAMOFs)