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N27209

Sigma-Aldrich

4-Nitrothiophenol

technical grade, 80%

Synonym(s):

p-Nitrophenyl mercaptan, pNTP, 4-Nitrobenzenethiol

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About This Item

Linear Formula:
O2NC6H4SH
CAS Number:
1849-36-1
Molecular Weight:
155.17
Beilstein:
606924
EC Number:
217-436-4
MDL number:
MFCD00007343
UNSPSC Code:
12352100
PubChem Substance ID:
24897587
NACRES:
NA.22

grade

technical grade

Assay

80%

form

solid

mp

72-77 °C (lit.)

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc(S)cc1

InChI

1S/C6H5NO2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,10H

InChI key

AXBVSRMHOPMXBA-UHFFFAOYSA-N

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Application

4-Nitrothiophenol has been used in the synthesis of dual emission fluorescent probe for the differential sensing of of glutathione (GSH) and cysteine/homocysteine (Cys/Hcy). pNTP can also be used to synthesize diaryl thioethers via copper-catalyzed C-S coupling reaction.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Yamamoto et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 24(3), 247-250 (1986-03-01)
A simple and sensitive method for the determination of N-nitrosomethylurea (NMU) in biological fluids was developed. The principle is based on the formation of 4-nitrothiophenol methyl thioether (NTP-Me) from 4-nitrothiophenol (NTP) and diazomethane formed from MNU by adding alkali. After
Camiel H van Hoorn et al.
Applied spectroscopy, 71(7), 1551-1559 (2017-07-01)
A fast high-resolution screening method for reactive surfaces is presented. Atomic force microscopy (AFM) and surface-enhanced Raman spectroscopy (SERS) are combined in one method in order to be able to obtain both morphological and chemical information about processes at a
Bin Dong et al.
Langmuir : the ACS journal of surfaces and colloids, 27(17), 10677-10682 (2011-08-09)
In this article, we experimentally investigate the substrate, wavelength, and time dependence of the plasmon-assisted surface-catalyzed dimerization of 4-nitrobenzenethiol to form p,p'-dimercaptoazobenzene on Au, Ag, and Cu films. We provide direct experimental evidence that surface plasmon resonance plays the most
Isolation and characterization of the S-glucuronide of 4-nitrothiophenol formed by microsomal glucuronyl transferase.
J E Smith et al.
Journal of pharmaceutical and biomedical analysis, 10(6), 461-463 (1992-06-01)
Pieter C Wuytens et al.
Optics express, 25(11), 12926-12934 (2017-08-09)
A hybrid integration of nanoplasmonic antennas with silicon nitride waveguides enables miniaturized chips for surface-enhanced Raman spectroscopy at visible and near-infrared wavelengths. This integration can result in high-throughput SERS assays on low sampling volumes. However, current fabrication methods are complex
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