4-甲氧基三苯胺 | 4316-51-2

• 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 - 有机氮化合物
• 中文名称: 4-甲氧基三苯胺
• 中文别名: 4-甲氧基三苯基胺；4-甲氧基-N,N-二苯基苯胺
• 英文名称: N,N-diphenyl-4-methoxyaniline
• 英文别名: N-(4-methoxyphenyl)diphenylamine；4-methoxy-N,N-diphenylaniline；4-methoxytriphenylamine
• CAS: 4316-51-2
• 化学式: C₁₉H₁₇NO
• 分子量: 275.35
• InChiKey: KIGTXAWIOISJOG-UHFFFAOYSA-N

物化性质

• 熔点：
  102-106 °C (lit.)
• 沸点：
  415.4±28.0 °C(Predicted)
• 密度：
  1.125±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解，没有已知的危险发生。应避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S26,S36/37/39
• 危险品运输编号：
  NONH for all modes of transport
• WGK Germany：
  3
• 海关编码：
  2922299090
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H315,H317,H319,H335,H413
• 储存条件：
  请将药品存放在密闭、阴凉干燥的地方，并确保周围有良好的通风或排气装置。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 4-Methoxytriphenylamine
CAS-No. : 4316-51-2
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Skin irritation (Category 2)
Eye irritation (Category 2)
Skin sensitization (Category 1)
Specific target organ toxicity - single exposure (Category 3)
Chronic aquatic toxicity (Category 4)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to eyes, respiratory system and skin. May cause sensitization by skin contact.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H317 May cause an allergic skin reaction.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
H413 May cause long lasting harmful effects to aquatic life.
Precautionary statement(s)
P261 Avoid breathing dust.
P280 Wear protective gloves.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R36/37/38 Irritating to eyes, respiratory system and skin.
R43 May cause sensitization by skin contact.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : 4-Methoxy-N,N-diphenylaniline
Formula : C19H17NO
Molecular Weight : 275,34 g/mol
Component Concentration
4-Methoxytriphenylamine
CAS-No. 4316-51-2 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Face shield and safety glasses Use equipment for eye protection tested and approved under
appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 102 - 106 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- log Pow: 5,81
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
May cause allergic skin reaction.
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-甲氧基三苯胺 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以75%的产率得到4-bromo-N-(4-methoxyphenyl)-N-phenylaniline
  参考文献：
  名称：

  一种间苯二酚杯芳烃化合物及制备方法与应 用

  摘要：

  本发明提供了一种以间苯二酚杯芳烃（Calix[4]resorcinarene,CRA）为核的星形发光材料及其在有机电致发光器件中的应用，该类化合物合成方法简单、反应条件温和且产率较高。特别是核体CRA有八个高反应活性位点，可以挂接八个功能基团，相应的功能化合物具有较好的成膜性、溶解性和较高的热稳定性。本发明化合物作为发光层材料应用于有机电致发光器件，可以获得优异的器件性能。

  公开号：

  CN109438430B
• 作为产物：
  描述：

  triphenylbismuth(V) diacetate 在 铜 作用下， 以 二氯甲烷 为溶剂， 反应 72.25h， 生成 4-甲氧基三苯胺
  参考文献：
  名称：

  Metallic copper catalysis of -arylation of amines by triarylbismuth diacylates

  摘要：

  DOI：

  10.1016/s0040-4039(00)84863-7
• 作为试剂：
  描述：

  N-甲基吡咯 、 4-碘代苯乙酮 在 dipotassium hydrogenphosphate 、 4-甲氧基三苯胺 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 16.0h， 以78%的产率得到1-(4-(1-methyl-1H-pyrrol-2-yl)phenyl)ethan-1-one
  参考文献：
  名称：

  链增长的情况：α-氨基烷基自由基作为芳基自由基化学的引发剂

  摘要：

  通过氧化还原化学法从相应的卤化物产生芳基通常被认为是一项艰巨的任务，因为它们的还原电位很高。在这里，我们证明了α-氨基烷基自由基既可以用作引发剂，也可以用作链载体，用于芳基卤化物与吡咯衍生物的自由基偶联，这种转化通常用于评估新型的高度还原性光催化剂。这种反应方式避免了使用强还原性物质，并且还可以形成sp 2 C–P键。机理研究描述了触发芳基自由基生成并传播链过程的一些关键特征。

  DOI：

  10.1039/d0sc04387g

文献信息

• Facile <i>N</i>-Arylation of Amines and Sulfonamides and <i>O</i>-Arylation of Phenols and Arenecarboxylic Acids
  作者：Zhijian Liu、Richard C. Larock

  DOI：10.1021/jo0602221

  日期：2006.4.1

  An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing these substrates to react with a variety of o-silylaryl triflates in the presence of CsF. Good to excellent yields of arylated products are obtained under very mild reaction conditions. This chemistry readily tolerates

  通过使这些底物在存在下与多种邻甲硅烷基芳基三氟甲磺酸酯反应，已实现了一种有效的，无过渡金属的胺，磺酰胺和氨基甲酸酯的N-芳基化以及酚和羧酸的O-芳基化方法。的CsF。在非常温和的反应条件下，芳基化产物的收率好至极好。这种化学反应易于耐受各种官能团。
• Air Stable, Sterically Hindered Ferrocenyl Dialkylphosphines for Palladium-Catalyzed C−C, C−N, and C−O Bond-Forming Cross-Couplings
  作者：Noriyasu Kataoka、Quinetta Shelby、James P. Stambuli、John F. Hartwig

  DOI：10.1021/jo025732j

  日期：2002.8.1

  aryl halides coupled with acyclic or cyclic secondary alkyl- and arylamines, with primary alkyl- and arylamines, and with aryl- and primary alkylboronic acids. These last couplings provide the first general procedure for reaction of terminal alkylboronic acids with aryl halides without toxic or expensive bases. The ligand not only generates highly active palladium catalysts, but it is air stable in

  已通过两步合成程序以高收率制备了五苯基二茂铁基二叔丁基膦，并且已研究了由带有该配体的配合物催化的各种交叉偶联过程的范围。该配体为芳基卤化物胺化和Suzuki偶联产生了非常普通的钯催化剂。对于未活化的芳基溴化物或氯化物的胺化，观察到的营业额约为1000。另外，该配体的络合物在温和条件下催化形成选定的芳基醚。反应包括富电子和贫电子的芳基溴化物和氯化物。在含有该配体的催化剂的存在下，这些芳基卤化物与无环或环状仲烷基和芳基胺，伯烷基和芳基胺，以及芳基和伯烷基硼酸偶联。这些最后的偶联为末端烷基硼酸与芳基卤化物的反应提供了第一个通用方法，而没有毒性或昂贵的碱。该配体不仅产生高活性的钯催化剂，而且在溶液和固态中都是空气稳定的。该配体的钯（0）配合物也具有空气稳定性，为固体，仅与溶液中的氧气缓慢反应。
• A New Hybrid Phosphine Ligand for Palladium-Catalyzed Amination of Aryl Halides
  作者：Ken Suzuki、Yoji Hori、Tohru Kobayashi

  DOI：10.1002/adsc.200700543

  日期：2008.3.25

  A new hybrid phosphine was designed. The phosphine combines two common structural characteristics found among the effective phosphine ligands reported recently, namely, three tert-alkyl substituents binding to the phosphorus and an aryl group at an appropriate position. A hybrid phospine/palladium system is versatile and effective for the coupling reaction of various aryl halides with primary and secondary

  设计了一种新的杂化膦。该膦结合了最近报道的有效膦配体中发现的两个共同的结构特征，即，三个与磷结合的叔烷基取代基和一个适当位置的芳基。膦/钯杂化体系用途广泛且有效，可用于各种芳基卤化物与伯胺和仲胺（包括咔唑）的偶联反应。
• Compounds capable of transporting/injecting hole and organic electroluminescent device having self-assembled monolayer comprising the same
  申请人：——

  公开号：US20030087127A1

  公开（公告）日：2003-05-08

  Provided are compounds having molecular components capable of transporting/injecting hole and an organic EL device having a self-assembled monolayer comprising the same. The compound has the following formula: Ar—R—SiX 3 wherein Ar is a functional group having hole transporting or injecting capability, R is a C 1 to C 22 alkyl group, and X is an alkoxy group or halogen.

  提供的化合物具有能够传输/注入空穴的分子组分，以及具有包含相同分子的自组装单分子层的有机EL器件。该化合物具有以下化学式： Ar—R—SiX3 其中Ar是具有传输或注入空穴能力的功能基团，R是C1到C22烷基基团，X是烷氧基团或卤素。
• Palladium-Catalyzed Cross-Coupling of Nitroarenes
  作者：Yang Yang

  DOI：10.1002/anie.201708940

  日期：2017.12.11

  Pd at the crossroads: The palladium‐catalyzed cross‐coupling of nitroarenes has eluded chemists for decades. Recently, the first palladium‐catalyzed Suzuki–Miyaura and Buchwald–Hartwig cross‐couplings of nitroarenes were reported. Mechanistically, this process involves the challenging oxidative addition of LPd0 into the Ar−NO2 bond. This process features a broad substrate scope with respect to both

  Pd处于十字路口：数十年来，钯催化的硝基芳烃的交叉偶联一直未能引起化学家的关注。最近，据报道，钯催化了硝基芳烃的铃木-宫浦和布赫瓦尔德-哈特维格交叉偶联。从机理上讲，此过程涉及将LPd 0氧化成挑战性地添加到Ar-NO 2键中。就硝基芳烃和亲核偶联配偶体而言，该方法具有广泛的底物范围。