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
Beilstein:
906904
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
≥97.0%
bp
140-145 °C/16 mmHg (lit.)
mp
37-42 °C (lit.)
storage temp.
2-8°C
SMILES string
Nc1ccc(S)cc1
InChI
1S/C6H7NS/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2
InChI key
WCDSVWRUXWCYFN-UHFFFAOYSA-N
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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).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Attachment of single-wall carbon nanotubes on platinum surfaces by self-assembling techniques.
Rosario-Castro BI, et al.
Reviews on Advanced Materials, 10, 381-386 (2005)
Surface-enhanced Raman scattering of 4-aminothiophenol self-assembled monolayers in sandwich structure with nanoparticle shape dependence: off-surface plasmon resonance condition.
Hu X, et al.
The Journal of Physical Chemistry C, 111(19), 6962-6969 (2007)
Effect of aqueous and ambient atmospheric environments on plasmon-driven selective reduction reactions.
Ding Q, et al.
Scientific Reports, 5 (2015)
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)
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)
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