4-Aminothiophenol

Base Information

• Chemical Name: 4-Aminothiophenol
• CAS No.: 1193-02-8
• Molecular Formula: C6H7NS
• Molecular Weight: 125.194
• Hs Code.: 2930.90
• European Community (EC) Number: 214-763-4
• UNII: 8X56V0K20X
• DSSTox Substance ID: DTXSID1074466
• Nikkaji Number: J7.450K
• Wikidata: Q27271149
• Mol file: 1193-02-8.mol

Synonyms:4-aminothiophenol;6976-04-1 (Na salt);p-aminothiophenol;p-mercaptoaniline

Chemical Property of 4-Aminothiophenol

Chemical Property:

• Appearance/Colour: yellow crystalline low melting mass
• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 37-42 °C(lit.)
• Refractive Index: 1.4606 (estimate)
• Boiling Point: 262.272 °C at 760 mmHg
• PKA: 8.74±0.10(Predicted)
• Flash Point: 112.418 °C
• PSA: 64.82000
• Density: 1.2 g/cm³
• LogP: 2.13870
• Storage Temp.: 2-8°C
• Sensitive.: Stench
• Solubility.: 7.3g/l
• Water Solubility.: Immiscible with water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 125.02992040
• Heavy Atom Count: 8
• Complexity: 66.9

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-benzenethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-28-36/37/39-45-25-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)S
• Uses: 4-Aminothiophenol (4-ATP) was employed as bifunctional molecule to functionalize gold nanoparticles (NPs) used in surface-enhanced Raman spectroscopy (SERS) detection of thrombin by protein recognition. 4-Aminothiophenol is used in the synthesis of pectin-4-aminothiophenol conjugates and it forms self-assembled monolayers (SAMs) in the development of DNA. It is used in the detection of thrombin by protein recognition using surface-enhanced Raman spectroscopy (SERS), which finds applications in silver and gold nano particles. It acts as a linker to thiol (SH) functionalizes multiwalled carbon nanotubes (MWCNTs).

Technology Process of 4-Aminothiophenol

There total 34 articles about 4-Aminothiophenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

bis(4-aminophenyl)disulfide (722-27-0) → 4-aminotiophenol (1193-02-8)

Guidance literature:

With hydrogenchloride; diphenylphosphinopolystyrene; In tetrahydrofuran; for 22h; Heating;

DOI:10.1021/jo00188a028

Reference yield: 92.0%

p-aminoiodobenzene (540-37-4) → 4-aminotiophenol (1193-02-8)

Guidance literature:

With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide; In water; dimethyl sulfoxide; at 90 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.201400941

Reference yield: 81.0%

para-nitrobenzenethiol (1849-36-1) → 4-aminotiophenol (1193-02-8)

Guidance literature:

With sulfur; sodium hydroxide; In methanol; water; at 80 ℃; for 12h; Green chemistry;

DOI:10.1002/ejoc.202000064

upstream raw materials:

bis(4-aminophenyl)disulfide

4-thiocyanatoaniline

di(p-nitrophenyl) disulfide

bis-(4-amino-phenyl)-trisulfide

Downstream raw materials:

Hexakis(p-aminophenylthiomethyl)benzol

4-(3-Dimethylamino-propylthio)-anilin

4-{[(E)-4-Mercapto-phenylimino]-methyl}-phenol

aminophenylthiyl radical

Refernces

• 1、 Zheng, Guangchao,Polavarapu, Lakshminarayana,Liz-Marzán, Luis M.,Pastoriza-Santos, Isabel,Pérez-Juste, Jorge. "Gold nanoparticle-loaded filter paper: A recyclable dip-catalyst for real-time reaction monitoring by surface enhanced Raman scattering". . p. 4572 - 4575. Retrieved 2015.
• 2、 Chen, Miao,Chen, Xiaoqing,Hao, Naiying,Li, Ruili,Liu, Qi,Peng, Mei,Wang, Lumin,Xiang, Juan,Yang, Hua,Zhu, Yuqiu. " pomegranate-Like Plasmonic Nanoreactors with Accessible High-Density Hotspots for in Situ SERS Monitoring of Catalytic Reactions". . p. 4115 - 4122. Retrieved 2020.
• 3、 Qi, Dianyu,Yan, Xuefeng,Wang, Lingzhi,Zhang, Jinlong. "Plasmon-free SERS self-monitoring of catalysis reaction on Au nanoclusters/TiO2 photonic microarray". . p. 8813 - 8816. Retrieved 2015.
• 4、 Wang, Dongmei,Hua, Hongmei,Liu, Yong,Tang, Haoran,Li, Yongxin. "Single Ag Nanowire Electrodes and Single Pt@Ag Nanowire Electrodes: Fabrication, Electrocatalysis, and Surface-Enhanced Raman Scattering Applications". . p. 4291 - 4295. Retrieved 2019.
• 5、 Li, Zhandong,El-Khoury, Patrick Z.,Kurouski, Dmitry. "Tip-enhanced Raman imaging of photocatalytic reactions on thermally-reshaped gold and gold-palladium microplates". . p. 891 - 894. Retrieved 2021.
• 6、 Huang, Wei-Shan,Sun, I-Wen,Huang, Chih-Chia. "Promotion of SERS and catalytic activities with bimetallic and ternary concave nanolayers". . p. 13041 - 13049. Retrieved 2018.
• 7、 Wei, Jie,Qin, Si-Na,Yang, Ji,Ya, Han-Long,Huang, Wei-Hsiang,Zhang, Hua,Hwang, Bing Joe,Tian, Zhong-Qun,Li, Jian-Feng. "Probing Single-Atom Catalysts and Catalytic Reaction Processes by Shell-Isolated Nanoparticle-Enhanced Raman Spectroscopy". . p. 9306 - 9310. Retrieved 2021.
• 8、 Evangelista, Andrew J.,Ivanchenko, Mariia,Jing, Hao. "Palladium-rich plasmonic nanorattles with enhanced LSPRsviasuccessive galvanic replacement mediated by co-reduction". . p. 40112 - 40119. Retrieved 2021/12/31.