2-((4-甲基苯基)硫代)-苯胺 | 16452-09-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-((4-甲基苯基)硫代)-苯胺
• 中文别名: 苯胺,2-((4-甲基苯基)硫代)-
• 英文名称: 2-(p-tolylthio)aniline
• 英文别名: 2-(4-tolylthio)aniline；Benzenamine, 2-((4-methylphenyl)thio)-；2-(4-methylphenyl)sulfanylaniline
• CAS: 16452-09-8
• 化学式: C₁₃H₁₃NS
• 分子量: 215.319
• InChiKey: KGFFMVMQCXIUOX-UHFFFAOYSA-N

物化性质

• 熔点：
  48.5-49 °C
• 沸点：
  349.9±25.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 2-(PARA-TOLYLTHIO)-ANILINE,97%
CAS-No. : 16452-09-8
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]
Acute toxicity, Oral (Category 4)
Acute aquatic toxicity (Category 1)
Chronic aquatic toxicity (Category 1)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful if swallowed. Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic
environment.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H410 Very toxic to aquatic life with long lasting effects.
Precautionary statement(s)
P273 Avoid release to the environment.
P501 Dispose of contents/ container to an approved waste disposal plant.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R22 Harmful if swallowed.
R50/53 Very toxic to aquatic organisms, may cause long-term adverse effects in
the aquatic environment.
S-phrase(s)
S60 This material and its container must be disposed of as hazardous waste.
S61 Avoid release to the environment. Refer to special instructions/ Safety
data sheets.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C13H13NS
Molecular Weight : 215,32 g/mol
Component Concentration
2-(PARA-TOLYLTHIO)-ANILINE,97%
CAS-No. 16452-09-8 -

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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
Flush eyes with water as a precaution.
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 immediate medical attention and special treatment needed
no data available

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Section 5. FIRE-FIGHTING 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), Sulphur oxides
Precautions for fire-fighters
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. 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.
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
Safety glasses with side-shields conforming to EN166 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/freezing point no data available
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: 4,073
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
Strong 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
Respiratory or skin sensitization
no data available
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
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause 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
Very toxic to aquatic life with long lasting effects.

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. 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: 3077 IMDG: 3077 IATA: 3077
UN proper shipping name
ADR/RID: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (2-(PARA-TOLYLTHIO)-
ANILINE,97%)
IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (2-(PARA-TOLYLTHIO)-
ANILINE,97%)
IATA: Environmentally hazardous substance, solid, n.o.s. (2-(PARA-TOLYLTHIO)-ANILINE,97%)
Transport hazard class(es)
ADR/RID: 9 IMDG: 9 IATA: 9
Packaging group
ADR/RID: III IMDG: III IATA: III
Environmental hazards
ADR/RID: yes IMDG Marine pollutant: yes IATA: yes
Special precautions for users
Further information
EHS-Mark required (ADR 2.2.9.1.10, IMDG code 2.10.3) for single packagings and combination packagings
containing inner packagings with Dangerous Goods > 5L for liquids or > 5kg for solids.

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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：

  2-((4-甲基苯基)硫代)-苯胺 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium tert-butylate 、 间氯过氧苯甲酸 、 sodium t-butanolate 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 、 甲苯 为溶剂， 反应 65.0h， 生成 10-(4-tolyl) phenothiazine-S,S-dioxide
  参考文献：
  名称：

  通过N-和S-芳基化序列的无过渡金属合成N-芳基吩噻嗪

  摘要：

  公开了在无过渡金属的条件下由邻-硫烷基苯胺合成N-芳基吩噻嗪的有效方法。邻硫烷基苯胺的N-和S-芳基化序列使我们能够合成各种N-芳基吩噻嗪。特别是，N-芳基吩噻嗪的一锅法合成是通过容易地获得的模块，通过对芳烃中间体进行硫胺化并按照N-和S-芳基化顺序制备邻-硫烷基苯胺来完成的。

  DOI：

  10.1021/acs.orglett.1c00515
• 作为产物：
  描述：

  硝基氯苯 在 溶剂黄146 、 potassium hydroxide 、 锌 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 6.5h， 生成 2-((4-甲基苯基)硫代)-苯胺
  参考文献：
  名称：

  新規なトリアジン化合物、それを用いた有機電子素子及び植物栽培用照明

  摘要：

  三重态能级较高，耐热性优异，在作为有机电子元件材料时，提供能实现元件高效化、低电压化、长寿命化的三嗪化合物。具体结构如下一般式〔１〕所示，其中三嗪骨架部分与二苯并呋喃或二苯并噻吩骨架部分通过联结苯骨架部分而成的三嗪化合物。其中，Ｘ为氧原子或硫原子。【选择图】无

  公开号：

  JP2018090561A

文献信息

• 8-Hydroxyquinolin-N-oxide-Promoted Copper-Catalyzed C–S Cross-Coupling of Thiols with Aryl Iodides
  作者：Dayong Zhang、Sheng Jiang、Kun Su、Yatao Qiu、Yiwu Yao

  DOI：10.1055/s-0032-1317518

  日期：——

  8-Hydroxyquinolin- N -oxide was identified as a superior ligand for CuI-catalyzed C–S coupling reactions of aryl iodides with thiols to afford the corresponding thioethers in excellent yield. The method shows excellent chemoselectivity and high functional-group tolerance in both coupling partners.

  8-羟基喹啉-N-氧化物被鉴定为CuI催化芳基碘与硫醇的C-S偶联反应的优良配体，以优异的产率提供相应的硫醚。该方法在两个偶联伙伴中均显示出优异的化学选择性和高官能团耐受性。
• Copper(II)-faciliated synthesis of substituted thioethers and 5-substituted 1H-tetrazoles: Experimental and theoretical studies
  作者：Samaresh Layek、Bhumika Agrahari、Shuvankar Dey、Rakesh Ganguly、Devendra D. Pathak

  DOI：10.1016/j.jorganchem.2019.06.008

  日期：2019.9

  thermo-gravimetric (TG) analysis and Cyclic Voltammetry. The molecular structures of both complexes have also been determined by single crystal X-ray crystallography, which confirmed the coordination of Schiff base ligands through N, O donor atoms and distorted square planar geometry around the Cu(II) ion. Both complexes were found to be good homogeneous catalysts for the synthesis of a wide range of substituted

  通过Cu（CH 3 COO）2的反应合成了基于苯甲酰肼的席夫碱连接的两种新的铜（II）配合物[Cu（L 1）2 ] （1）和[Cu（L 2）2 ] （2）。 ·具有各自的席夫碱配体1-[（4-硝基苯基）亚乙基]苯并酰肼（HL 1）或1-[（4-甲氧基苯基）亚乙基]苯并酰肼（HL 2）的H 2 O）。两种配合物均被分离为绿色固体，并通过元素分析，FT-IR，EPR，热重（TG）分析和循环伏安法进行了全面表征。两种配合物的分子结构也已通过单晶X射线晶体学测定，这证实了席夫碱配体通过N，O供体原子的配位和Cu（II）离子周围扭曲的正方形平面几何结构。发现这两种配合物都是合成大量取代硫醚和5-取代1 H的良好均相催化剂-四唑在低催化剂负载量（0.5摩尔％）下的收率分别为92％和93％。从DFT计算中可以看出，结合角和距离与实验结果相吻合。根据DFT研究计算得出，HOMO和LUMO之间的能量差分别为复合物1和复合物2的5
• 新規なトリアジン化合物、それを用いた有機電子素子及び植物栽培用照明
  申请人：国立大学法人山形大学

  公开号：JP2018090561A

  公开（公告）日：2018-06-14

  【課題】三重項のエネルギーレベルが高く耐熱性に優れ、有機電子素子材料として用いたときに、素子の高効率化、低電圧化、長寿命化を実現できるトリアジン化合物の提供。【解決手段】下記一般式〔１〕で示される、トリアジン骨格部分とジベンゾフラン又はジベンゾチオフェン骨格部分がビフェニル骨格部分を介して連結されたトリアジン化合物。なお、Ｘは酸素原子又は硫黄原子である。【選択図】なし

  三重态能级较高，耐热性优异，在作为有机电子元件材料时，提供能实现元件高效化、低电压化、长寿命化的三嗪化合物。具体结构如下一般式〔１〕所示，其中三嗪骨架部分与二苯并呋喃或二苯并噻吩骨架部分通过联结苯骨架部分而成的三嗪化合物。其中，Ｘ为氧原子或硫原子。【选择图】无
• Phenyl-Piperazine Derivatives As Serotonin Reuptake Inhibitors
  申请人：H. Lundbeck A/S

  公开号：US20160137620A1

  公开（公告）日：2016-05-19

  The invention provides compounds represented by the general formula I wherein the substituents are defined in the application. The compounds are useful in the treatment of an affective disorder, including depression, anxiety disorders including general anxiety disorder and panic disorder and obsessive compulsive disorder.

  这项发明提供了由一般式I表示的化合物，其中取代基在申请中定义。这些化合物在治疗情感障碍方面非常有用，包括抑郁症、焦虑障碍（包括广泛性焦虑障碍和恐慌障碍）以及强迫症。
• Coupling of thiols and aromatic halides promoted by diboron derived super electron donors
  作者：Mario Franco、Emily L. Vargas、Mariola Tortosa、M. Belén Cid

  DOI：10.1039/d1cc05294b

  日期：——

  We have proven that pyridine–boryl complexes can be used as superelectron donors to promote the coupling of thiols and aromatic halides through a SRN1 mechanism. The reaction is efficient for a broad substrate scope, tolerating heterocycles including pyridines, enolizable or reducible functional groups. The method has been applied to intermediates in drug synthesis as well as interesting functionalized

  我们已经证明，吡啶-硼基复合物可用作超电子供体，通过 S RN 1 机制促进硫醇和芳族卤化物的偶联。该反应适用于广泛的底物范围，可耐受杂环，包括吡啶、可烯醇化或可还原的官能团。该方法已通过受控和连续的分子内电子转移过程应用于药物合成中的中间体以及有趣的功能化聚硫醚。

表征谱图