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Merck

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:
1193-02-8
Molecular Weight:
125.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24866468
EC Number:
214-763-4
Beilstein/REAXYS Number:
906904
MDL number:
MFCD00007880

Key Documents

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Product Name

4-Aminothiophenol, ≥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

100

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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).

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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

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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Certificates of Analysis (COA)

Lot/Batch Number
0000419182
0000219044
0000164217
0000120950
BCCD5102

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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)
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
Application of coulometric FFT cyclic voltammetry for determination of cholesterol based on cholesterol oxidase nano-biosensor.
Norouzi P.
Analytical and Bioanalytical Electrochemistry, 4(1), 70-82 (2010)
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