4-Nitrobenzolthiol

Bezeichnung:4-Nitrobenzolthiol

CAS-Nr1849-36-1

Englisch Name:4-Nitrothiophenol

CBNumberCB3682452

SummenformelC6H5NO2S

Molgewicht155.17

MOL-Datei1849-36-1.mol

Synonyma

4-Nitrobenzolthiol

4-Nitrobenzolthiol physikalisch-chemischer Eigenschaften

Schmelzpunkt	72-77 °C (lit.)
Siedepunkt	281.9±23.0 °C(Predicted)
Dichte	1.357 (estimate)
Brechungsindex	1.5380 (estimate)
storage temp.	2-8°C
Löslichkeit	Chloroform (Sparingly), Methanol (Slightly)
pka	4.68±0.10(Predicted)
Aggregatzustand	Crystalline Powder and/or Chunks
Farbe	Yellow
Wasserlöslichkeit	Partly soluble in water and chloroform.
Sensitive	Stench
BRN	606924
InChI	1S/C6H5NO2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,10H
InChIKey	AXBVSRMHOPMXBA-UHFFFAOYSA-N
SMILES	[O-][N+](=O)c1ccc(S)cc1
CAS Datenbank	1849-36-1(CAS DataBase Reference)
NIST chemische Informationen	Benzenethiol, 4-nitro-(1849-36-1)
EPA chemische Informationen	4-Nitrothiophenol (1849-36-1)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-37/39
RIDADR	UN 3335
WGK Germany	3
RTECS-Nr.	DC1850000
F	9-13-23
Hazard Note	Harmful/Irritant/Stench
HazardClass	IRRITANT
HS Code	29309090
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

4-Nitrothiophenol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
yellow crystalline powder and/or chunks
Verwenden
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.
Research
A 4-nitrothiophenol (4-NTP, Ar-NO2) modified electrode was prepared by dipping a gold electrode into a 4-NTP/dichloromethane solution (self-assembly method). The redox response of the electrode depended on the reduction stages of the nitro group in the 4-NTP molecule. When the 4-NTP on the electrode was partially reduced to 4-hydroxylaminothiophenol (Ar-NHOH) at -0.2 to -0.3 V vs SCE (the potential depends on the pH of the electrolyte solution), the electrode showed a pair of redox responses in an acidic aqueous solution. The responses are attributed to the redox cycling between 4-nitrosothiophenol (Ar-NO) and Ar-NHOH with two-electron and two-proton transfer.
Underpotential deposition (UPD) in electrochemistry can be used to form heterometal deposits on substrates at a monolayer level, altering the surface characteristics. For a monolayer of 4-nitrothiophenol (4-NTP) on a roughened Au substrate, the reduction and dimerization to 4,4′-dimercaptoazobenzene (DMAB) were monitored under conditions of Ag UPD using electrochemical surface-enhanced Raman spectroscopy (EC-SERS). Formation of DMAB was enhanced on the Ag surface deposited via UPD between the Au substrate and the 4-NTP layer. The structures of the 4-NTP layer and the plasmonic surface remained intact during Ag UPD[1-2].
Einzelnachweise
[1] Misun Hong. "Underpotential Deposition of Silver on Gold for Surface Catalysis of Plasmon-Enhanced Reduction of 4-Nitrothiophenol." The Journal of Physical Chemistry C 125 30 (2021): 16569–16575.
[2] Hiromori Tsutsumi. "Electrochemical Behavior of a 4-Nitrothiophenol Modified Electrode Prepared by the Self-Assembly Method." Journal of Colloid and Interface Science 171 2 (1995): Pages 505-511.
[3] Jan Kozisek . "Plasmon-driven substitution of 4–mercaptophenylboronic acid to 4-nitrothiophenol monitored by surface-enhanced Raman spectroscopy." Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 319 (2024): Article 124523.
[4] Satish C. Agarwal. “Reaction of epoxides with 4-nitrothiophenol. Its possible application for trapping and characterization of epoxides.” Environmental Science and Technology 14 10 (1980): 1249–1253.

4-Nitrothiophenol Upstream-Materialien And Downstream Produkte

4-Nitrobenzolthiol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1849-36-1, 4-Nitrothiophenol Verwandte Suche:

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