422967

4-Aminothiophenol

≥97.0%

• Synonym(s): 4-Aminobenzenethiol, 4-Aminophenyl mercaptan, 4-Mercaptoaniline
• Linear Formula: H₂NC₆H₄SH
• CAS Number: 1193-02-8
• Molecular Weight: 125.19
• Beilstein/REAXYS Number: 906904
• EC Number: 214-763-4
• MDL number: MFCD00007880
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866468
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

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.

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:

• 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).

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Skin Corr. 1B
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: 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