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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
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
A dual emission fluorescent probe enables simultaneous detection of glutathione and cysteine/homocysteine.
Yang X F, et al.
Chemical Science, 5(6), 2177-2183 (2014)
Y Segall et al.
Mutation research, 158(1-2), 61-68 (1985-10-01)
The mutagenicity of halopropenals for Salmonella typhimurium strain TA100 is as follows (revertants/nmole): 2-halopropenals [H2C = C(X)CHO], F = less than 0.6, Cl = 135, Br = 1140 and I = less than 2.4; 3-substituted-2-halopropenals [CH3CH = C(X)CHO], Cl =
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