2,6-二乙基-4-甲基苯胺 | 24544-08-9

• 物质功能分类: 有机原料 - 氨基化合物
• 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: 2,6-二乙基-4-甲基苯胺
• 英文名称: 2,6-diethyl-4-methylaniline
• 英文别名: 2,6-diethyl-4-methylbenzenamine
• CAS: 24544-08-9
• 化学式: C₁₁H₁₇N
• mdl: MFCD00035950
• 分子量: 163.263
• InChiKey: OIXUMNZGNCAOKY-UHFFFAOYSA-N

物化性质

• 沸点：
  113-115 °C(Press: 4.5 Torr)
• 密度：
  0.940±0.06 g/cm3(Predicted)
• LogP：
  2.294 at 25℃
• 保留指数：
  1381.4

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 安全说明：
  S26,S36/37/39
• 海关编码：
  2921430090
• 危险类别码：
  R20/21/22
• 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：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,6-Diethyl-4-methylaniline
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: 2,6-Diethyl-4-methylaniline
CAS number: 24544-08-9

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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: C11H17N
Molecular weight: 163.3

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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

• 作为反应物：
  描述：

  2,6-二乙基-4-甲基苯胺 在 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 硫酸 、 氢溴酸 、 三乙胺 、 sodium t-butanolate 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 5,5-dimethyl-1,3-cyclohexadiene 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 唑啉草酯
  参考文献：
  名称：

  唑啉草酮公斤合成

  摘要：

  成功开发了一条优化的千克级合成路线。关键中间体2-(2,6-二乙基-4-甲基苯基)丙二酸二甲酯( 19 )以2,6-二乙基-4-甲基苯胺为原料，通过重氮化反应、Suzuki交叉偶联反应和醇解反应制备，产率为59%经过三个步骤，纯度达到 97.3%。以二甘醇为原料，经酯化、环化、脱保护、成盐三步制得1,4,5-氧二氮卓二氢溴酸盐( 11 )，收率64%。Pinoxaden 通过将19与11氨解，然后用新戊酰氯酰化，经过两步以 99.9% 的纯度获得 64% 的产率。开发了中间体和最终产品的纯化方法。

  DOI：

  10.1002/jhet.4572
• 作为产物：
  描述：

  乙醇 、 4-甲基苯胺盐酸盐 生成 2,6-二乙基-4-甲基苯胺
  参考文献：
  名称：

  DE67844

  摘要：

  公开号：

文献信息

• 一种钯/咪唑盐催化硝基芳烃和胺类化合物合成芳香胺化合物的方法
  申请人：浙江大学

  公开号：CN110105230B

  公开（公告）日：2022-03-01

  本发明公开了一种钯/咪唑盐催化硝基芳烃和胺类化合物合成芳香胺的方法，包括：在有机溶剂中，以钯/咪唑盐为催化剂，将硝基芳烃和胺类化合物在碱的作用下进行偶联反应，经过后处理得到芳香胺化合物。本发明方法配体合成简单，易于保存，价格便宜且配体的用量较低，产物收率高，底物适用性好，可适用于二芳基胺、N‑烷基芳胺的制备。本发明方法可用于合成一系列芳香胺化合物，该类化合物在农药、医药、材料等领域均有广泛的应用价值。
• Sterically hindered N-heterocyclic carbene/palladium(<scp>ii</scp>) catalyzed Suzuki–Miyaura coupling of nitrobenzenes
  作者：Kai Chen、Wei Chen、Xiaofei Yi、Wanzhi Chen、Miaochang Liu、Huayue Wu

  DOI：10.1039/c9cc04634h

  日期：——

  Palladium-catalyzed denitrative Suzuki coupling of nitroarenes using 2-aryl-5-(2,4,6-triisopropylphenyl)-2,3-imidazolylidene[1,5-a]pyridines as the ligands is described. The key to success is the use of the NHC ligands which show strong donating ability and suitable steric hindrance allowing the successful oxidative addition of Ar–NO2 bonds. Both aromatic and aliphatic boronic acids are tolerated,

  描述了使用2-芳基-5-（2,4,6-三异丙基苯基）-2,3-咪唑基亚甲基[1,5- a ]吡啶作为配体的钯催化硝基芳烃的反硝化Suzuki偶联。成功的关键是使用NHC配体，该配体显示出强大的供体能力和适当的空间位阻，可以成功地氧化添加Ar–NO 2键。芳族和脂族硼酸都可以被接受，并且以良好或优异的收率获得了各种联苯和烷基芳烃。
• Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters
  作者：Fei Cheng、Tao Chen、Yin-Qiu Huang、Jia-Wei Li、Chen Zhou、Xiao Xiao、Fen-Er Chen

  DOI：10.1021/acs.orglett.1c03688

  日期：2022.1.14

  We have developed a high-efficiency and practical Cu-catalyzed cross-coupling to directly construct versatile α-aryl-esters by utilizing readily available aryl bromides (or chlorides) and malonates. These gram-scale approaches occur with turnovers of up to 1560 and are smoothly conducted by the usage of a low catalyst loading, a new available ligand, and a green solvent. A variety of functional groups

  我们开发了一种高效实用的铜催化交叉偶联，通过利用容易获得的芳基溴化物（或氯化物）和丙二酸盐直接构建多功能的 α-芳基酯。这些克级方法的周转率高达 1560，并且通过使用低催化剂负载、新的可用配体和绿色溶剂顺利进行。可以耐受多种官能团，并且使用 α-芳基酯来获得克级的非甾体抗炎药 (NSAID)。
• 含柔性八元环的二芳基亚胺吡啶基配合物及 其制备方法与应用
  申请人：中国科学院化学研究所

  公开号：CN109897068B

  公开（公告）日：2020-10-27

  本发明提供了一类含柔性八元环的二芳基亚胺吡啶基配合物、其中间体的制备方法与应用。所述配合物具有多催化活性中心，可通过改变配体结构和聚合条件实现对聚合物分子量的调控，且具有催化活性高、成本低、性能稳定等优点。所述中间体α,α'‑二氧代‑2,3:5,6‑双(六亚甲基)吡啶化合物及配合物的制备方法具有条件温和、周期短、操作条件简单等优点。所述配合物可应用于乙烯聚合用催化剂中，尤其是所提供的铁配合物热稳定性高，在助催化剂作用下，其催化活性可高达到12.23×106g·mol–1(Fe)h–1，得到高分子量(188kg.mol‑1)的高度线性聚乙烯，即使在90℃高温时，催化活性仍然能保持在6.75×106g·mol–1(Fe)h–1，符合工业生产的操作温度，具有很好的工业应用前景。
• Nitro-functionalized bis(imino)pyridylferrous chlorides as thermo-stable precatalysts for linear polyethylenes with high molecular weights
  作者：Qaiser Mahmood、Erlin Yue、Jingjing Guo、Wenjuan Zhang、Yanping Ma、Xiang Hao、Wen-Hua Sun

  DOI：10.1016/j.polymer.2018.11.016

  日期：2018.12

  Electronically and sterically enhanced Fe (II) chloride complexes (Fe1 Fe6) bearing 2-(1-(2,6-dibenzhydryl-4-nitrophenylimino)ethyl)-6-(1-(arylimino)ethyl)pyridine (aryl = 2,6-Me2Ph L1, 2,6-Et2Ph L2, 2,6-iPr2Ph L3, 2,4,6-Me3Ph L4 and 2,6-Et2-4-MePh L5) and 2,6-bis(1-(2,6-dibenzhydryl-4-nitrophenylimino)ethyl)pyridine (L6) ligands have been prepared. In addition to the elemental and spectroscopic analysis

  电子和空间增强的Fe（II）氯化物复合物（FE1 FE6）轴承2-（1-（2,6-二dibenzhydryl -4- nitrophenylimino）乙基）-6-（1-（芳基亚氨基）乙基）吡啶（芳基= 2， 6-ME 2博士L1，2,6-的Et 2博士L2，2,6-我镨2博士L3，2,4,6--ME 3博士L4和2,6-的Et 2 -4-麦菲L5）和已经制备了2，6-双（1-（2，6-二苯甲酰基-4-硝基苯基亚氨基）乙基）吡啶（L6）配体。除了对所有新化合物进行元素和光谱分析外，的分子结构FE1，FE2和FE6一直是X射线衍射的主题。研究了所有配合物对乙烯聚合的催化潜力，并与原型预催化剂2,6-双（1-（2,6-二异丙基苯基亚氨基）乙基）吡啶基氯化铁（Fe0）的结果进行了比较。在使用MAO和MMAO助催化剂处理后，FE6基本没有活性，而铁络合物（Fe1 Fe5） 在50°C时表现出异常高的活性，高达2

表征谱图