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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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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
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
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
Su-Bin Lee et al.
Nanomaterials (Basel, Switzerland), 11(2) (2021-02-14)
Silver nanoparticle (AgNP), in terms of antibacterial, catalytic, electronic, and optical applications, is an attractive material. Especially, when prepared to furnish sharp edge and systematic particle orientation on the substrate, AgNPs can take advantage of surface-enhanced Raman spectroscopy (SERS). In
Ze-Yuan Dong et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(13), 3575-3579 (2006-02-24)
To elucidate the relationships between molecular recognition and catalytic ability, we chose three assay systems using three different thiol substrates, glutathione (GSH), 3-carboxyl-4-nitrobenzenethiol (CNBSH), and 4-nitrobenzenethiol (NBSH), to investigate the glutathione peroxidase (GPx) activities of 2,2'-ditellurobis(2-deoxy-beta-cyclodextrin) (2-TeCD) in the presence
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