4,4'-二甲基三苯胺 | 20440-95-3

• 物质功能分类: 医药中间体 - 二苯胺类中间体
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4,4'-二甲基三苯胺
• 中文别名: N,N-二(4-甲基苯基)苯胺；4,4’-二甲基三苯胺；4,4"-二甲基三苯胺；4,4-二甲基三苯胺
• 英文名称: N-phenyl-di-p-tolylamine
• 英文别名: 4,4'-dimethyltriphenylamine；4-methyl-N-phenyl-N-(p-tolyl)aniline；4,4’-dimethyltriphenylamine；di(p-tolyl)phenylamine；N,N-di(4-tolyl)aniline；bis(p-methylphenyl)-phenylamine；N,N-di-p-tolylaniline；Benzenamine, 4-methyl-N-(4-methylphenyl)-N-phenyl-；4-methyl-N-(4-methylphenyl)-N-phenylaniline
• CAS: 20440-95-3
• 化学式: C₂₀H₁₉N
• mdl: MFCD00145004
• 分子量: 273.378
• InChiKey: YWKKLBATUCJUHI-UHFFFAOYSA-N

物化性质

• 熔点：
  112°C
• 沸点：
  289.3 °C
• 密度：
  1.079±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2921440000
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储在阴凉、干燥的地方。

SDS

Name:	N-Phenyl Di-P-Tolylamine 97% (GC) Material Safety Data Sheet
Synonym:
CAS:	20440-95-3

Section 1 - Chemical Product MSDS Name:N-Phenyl Di-P-Tolylamine 97% (GC) Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
20440-95-3	N-Phenyl Di-P-Tolylamine	97	243-822-7

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Dusts at sufficient concentrations can form explosive mixtures with air. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only in a well-ventilated area. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 20440-95-3: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Negligible.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 112 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Negligible.
Specific Gravity/Density:
Molecular Formula: C20H19N
Molecular Weight: 273.38

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 20440-95-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-Phenyl Di-P-Tolylamine - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 20440-95-3: No information available.
Canada
CAS# 20440-95-3 is listed on Canada's NDSL List.
CAS# 20440-95-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 20440-95-3 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

4,4'-二甲基三苯胺可用作有机合成中间体和医药中间体，主要应用于实验室研发和医药化工生产过程。

反应信息

• 作为反应物：
  描述：

  4,4'-二甲基三苯胺 在 碘 、 铜 、 potassium carbonate 、 过碘酸 作用下， 以 乙醇 为溶剂， 反应 13.0h， 生成 N-(4-(10H-phenothiazin-10-yl)phenyl)-4-methyl-N-(p-tolyl)aniline
  参考文献：
  名称：

  结构改性对吩噻嗪染料敏化太阳能电池性能的影响

  摘要：

  设计并合成了三种含吩噻嗪的新型染料DX1，DX2和DX3，用于染料敏化太阳能电池（DSSC）。三种染料的光物理，电化学和光伏性质已得到系统地研究。结果表明，具有0.5 mM鹅去氧胆酸（CDCA）的基于DX1的DSSC可获得5.69％的功率转换效率（PCE）。当将另一个缺电子的苯并噻二唑（BT）单元引入染料DX2和DX3的分子结构中时，吸收光谱将变宽。但是短路光电流密度（J sc由于电子传输受阻，器件的）降低，因此基于DX2的DSSC器件仅获得3.43％的PCE。此外，在DX3的吩噻嗪供体的氮原子上连接了具有高供电子能力的三苯胺（TPA）单元，从而提高了电子注入效率并减少了染料聚集。因此，改善了J sc，与基于DX2的染料相比，基于DX3的染料的PCE更高，为4.41％。

  DOI：

  10.1016/j.dyepig.2015.05.012
• 作为产物：
  描述：

  4-二对甲苯胺基苯甲醛 在 1.26 wt% Ni(0) nanospecies supported on CeO₂ 作用下， 以 甲苯 为溶剂， 150.0 ℃ 、101.33 kPa 条件下， 以98%的产率得到4,4'-二甲基三苯胺
  参考文献：
  名称：

  通过 CeO2 负载的高度分散的非富电子 Ni(0) 纳米物质多相催化选择性脱羰醛

  摘要：

  醛脱羰已被广泛研究，主要使用贵金属催化剂；然而，几乎没有报道过非贵金属催化的醛脱羰。我们已经建立了一种有效的选择性醛脱羰反应，该反应具有广泛的底物范围和官能团耐受性，利用负载在 CeO 2上的非均相 Ni(0) 纳米物质催化剂。根据详细的催化剂表征和动力学评估，高催化性能归因于高度分散和非富电子的 Ni(0) 纳米物质，这可能抑制副反应产生酯和吸附 CO 衍生的催化转化抑制。

  DOI：

  10.1021/acscatal.1c03375

文献信息

• Direct <i>para</i>-C–H heteroarylation of anilines with quinoxalinones by metal-free cross-dehydrogenative coupling under an aerobic atmosphere
  作者：Jun Xu、Lin Huang、Lei He、Chenfeng Liang、Yani Ouyang、Jiabin Shen、Min Jiang、Wanmei Li

  DOI：10.1039/d1gc01899j

  日期：——

  Herein, a green and efficient metal-free cross-dehydrogenative coupling (CDC) for the direct para-C–H heteroarylation of anilines with quinoxalinones has been described. This reaction is performed in H2O/DMSO (v/v = 2 : 1) using air as the sole oxidant. Various anilines (primary, secondary and tertiary amines) and quinoxalinones are well compatible, affording the corresponding products in moderate-to-good

  本文描述了一种绿色且高效的无金属交叉脱氢偶联（CDC），用于苯胺与喹喔啉酮的直接对-C-H 杂芳基化。该反应在 H 2 O/DMSO (v/v = 2:1) 中进行，使用空气作为唯一氧化剂。各种苯胺（伯胺、仲胺和叔胺）和喹喔啉酮具有良好的相容性，以中等至良好的产率提供相应的产品。这种方法为含氮化合物的后期改性提供了一种环境友好且有效的替代方法。
• Multi-Functional Copolymers Comprising Rare Earth Metal Complexes and Devices Thereof
  申请人：Ling Qidan

  公开号：US20070290199A1

  公开（公告）日：2007-12-20

  The invention relates to copolymer complexes of the formula (I): wherein [A x -[B(C)] y -D z ] denotes a single unit of the copolymer complex that is repeated n times, wherein n is an integer greater than one, and wherein the single unit comprises a conjugated backbone coordinated to a complex (C) comprising rare earth metal(s); x, y and z are numbers greater than zero such that x=y+z; A is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof; B is a functional ligand selected from the group consisting of: benzoic acid, 1,3-diphenylpropane-1,3-dione, 1,10-phenanthroline, 2,2-bipyridine, or derivatives thereof; and D is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof.

  该发明涉及公式（I）的共聚物复合物： 其中[Ax-[B(C)]y-Dz]表示重复n次的共聚物复合物的单个单位，其中n是大于1的整数，且单个单位包括与包含稀土金属的复合物（C）配位的共轭骨架；x、y和z是大于零的数字，使得x=y+z；A独立地选自以下组：萘、咔唑、噁二唑、三苯胺或其衍生物；B是从苯甲酸、1,3-二苯基丙烷-1,3-二酮、1,10-邻菲啰啉、2,2'-联吡啶或其衍生物组中选择的功能性配体；D独立地选自以下组：萘、咔唑、噁二唑、三苯胺或其衍生物。
• 一种喹喔啉酮衍生物及其合成方法
  申请人：杭州师范大学

  公开号：CN113527218B

  公开（公告）日：2023-03-24

  本发明公开了一种喹喔啉酮衍生物及其合成方法。该合成方法是以2(1H)‑喹喔啉酮、芳胺为原料，常温下以二甲基亚砜和水为溶剂，在加热条件下反应，通过柱层析法合成喹喔啉酮衍生物。本发明具有反应条件温和、方法绿色环保、实验操作简单、反应选择性好、产物收率高等优点。
• COMPOUND, INK, INK CARTRIDGE AND INK JET RECORDING METHOD
  申请人：CANON KABUSHIKI KAISHA

  公开号：US20170247557A1

  公开（公告）日：2017-08-31

  A compound is represented by the following formula (1). In the compound represented by Formula (1), at least one of R 1 to R 24 is a group particularly high electron withdrawing property, such as a sulfonic acid group and a carboxylic acid group or a group having the next highest electron withdrawing property to the sulfonic acid group and the carboxylic acid group, such as a halogen atom.

  化合物由以下公式（1）表示。 在由公式（1）表示的化合物中，至少有一个R1到R24是具有特别高电子抽取性质的基团，例如磺酸基团和羧酸基团，或者具有次高电子抽取性质的基团，例如卤素原子。
• N/O-doped carbon as a “solid ligand” for nano-Pd catalyzed biphenyl- and triphenylamine syntheses
  作者：Shaofeng Pang、Yujing Zhang、Yongji Huang、Hangkong Yuan、Feng Shi

  DOI：10.1039/c7cy00231a

  日期：——

  A series of N/O-doped porous carbon supported nanopalladium catalysts have been successfully prepared, in which the N/O doped carbons were controllably produced via polypyrrole/furan synthesis followed by carbonization. These catalysts exhibit good performance in biphenylamine and triphenylamine syntheses with nitrobenzene and cyclohexanone as starting materials. Their catalytic activity can be tuned

  已经成功制备了一系列N / O掺杂的多孔碳负载的纳米钯催化剂，其中通过聚吡咯/呋喃合成然后碳化可控制地生产N / O掺杂的碳。这些催化剂在以硝基苯和环己酮为原料的联苯胺和三苯胺合成中表现出良好的性能。可以通过碳表面上的N / O官能团有效地调节其催化活性。TEM，XRD，XPS和激光拉曼方法被用来探测这些催化剂的结构。这些结果表明，Pd纳米颗粒通过Pd纳米颗粒与包括O–C O，C在内的N / O官能团之间的“配位”负载在N / O掺杂的多孔碳上。如果使用具有最高N物种负载量的碳作为载体，则可以获得N和叔氮，并获得更好的催化性能。此外，机理研究证明，该反应始于以环己酮为氢源催化还原硝基苯。在该反应过程中，形成了苯胺，并将环己酮转化为苯酚。然后通过苯胺和环己酮的反应生成联苯胺和三苯胺。这项工作应有助于可控制地制备具有特定活性的碳负载纳米催化剂，并为开发含氮精细化学合成新方法开辟一条有希望的途径。