422967
4-Aminothiophenol
≥97.0%
Synonym(s):
4-Aminobenzenethiol, 4-Aminophenyl mercaptan, 4-Mercaptoaniline
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About This Item
Linear Formula:
H2NC6H4SH
CAS Number:
Molecular Weight:
125.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-763-4
Beilstein/REAXYS Number:
906904
MDL number:
Assay:
≥97.0%
InChI key
WCDSVWRUXWCYFN-UHFFFAOYSA-N
InChI
1S/C6H7NS/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2
SMILES string
Nc1ccc(S)cc1
assay
≥97.0%
bp
140-145 °C/16 mmHg (lit.)
mp
37-42 °C (lit.)
storage temp.
2-8°C
Quality Level
General description
4-Aminothiophenol is a bifunctional aromatic thiol used to form self-assembled monolayers for biosensors.
4-Aminothiophenol (p-aminothiophenol, PATP) is an aromatic thiol. The self-assembly of silver and gold nano particles which are interconnected with 4-ATP to form metal-molecule-metal sandwich architecture has been characterized by surface enhanced Raman scattering (SERS) using an off-surface plasmon resonance condition. Chemical transformation of PATP to 4,4-dimercaptoazobenzene (DMAB) has been extensively studied.
4-Aminothiophenol (p-aminothiophenol, PATP) is an aromatic thiol. The self-assembly of silver and gold nano particles which are interconnected with 4-ATP to form metal-molecule-metal sandwich architecture has been characterized by surface enhanced Raman scattering (SERS) using an off-surface plasmon resonance condition. Chemical transformation of PATP to 4,4-dimercaptoazobenzene (DMAB) has been extensively studied.
Application
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.
It may be used in the following studies:
It may be used in the following studies:
- As a water insoluble ligand in the synthesis of pectin–4-aminothiophenol conjugates.
- To functionalize gold nanorods (GNR) in the development of GNR nitrite sensor.
- To form self-assembled monolayers (SAMs) of 4-aminothiophenol in the development of DNA biosensor.
- As a linker to thiol (SH) functionalize multiwalled carbon nanotubes (MWCNTs).
- To generate amino terminated self-assembly monolayers(SAMs) on platinum electrode which forms the base for attachment of single-wall carbon nano tubes (SWCTs).
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Effect of aqueous and ambient atmospheric environments on plasmon-driven selective reduction reactions.
Ding Q, et al.
Scientific Reports, 5 (2015)
4-aminothiophenol-intercalated montmorillonite: Organic-inorganic hybrid material as an immobilization support for biosensors
Yahya Yasin Y et al.
Sensors and Actuators B, Chemical, 307, 127665-127665 (2020)
4-Aminothiophenol Self-Assembled Monolayer for the Development of a DNA Biosensor Aiming the Detection of Cylindrospermopsin Producing Cyanobacteria.
Valerio E, et al.
Electroanalysis, 20(22), 2467-2474 (2008)
The Fault in Their Shapes: Investigating the Surface-Plasmon-Resonance-Mediated Catalytic Activities of Silver Quasi-Spheres, Cubes, Triangular Prisms, and Wires.
da Silva AGM, et al.
Langmuir, 31(37), 10272-10278 (2015)
Coral Salvo-Comino et al.
Materials (Basel, Switzerland), 13(3) (2020-02-09)
Phenolic compounds such as catechol are present in a wide variety of foods and beverages; they are of great importance due to their antioxidant properties. This research presents the development of a sensitive and biocompatible molecular imprinted sensor for the
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