| Identification | More | [Name]
4-NITROTHIOPHENOL | [CAS]
1849-36-1 | [Synonyms]
4-NITROBENZENETHIOL
4-NITROTHIOPHENOL
P-NITROBENZENETHIOL
P-NITROBENZOLTHIOL
P-NITROPHENYL MERCAPTAN
P-NITROTHIOPHENOL
4-nitro-benzenethio
4-nitrothiophenolate
Benzenethiol, p-nitro-
p-nitro-benzenethio
4-Nitrophenyl mercaptan
4-NITROBENZENETHIOL, TECH., 80%
p-Nitromercaptobenzene
4-Nitrothiophenol, Technical, 80%
Benzenethiol, 4-nitro-
4-Nitrothiophenol 98%
PARA-NITROTHIOPHENOL
PARA-NITROBENZENETHIOL
4-NITROBENZENETHIOL/4-NITROTHIOPHENOL
4-Nitrobenzene-1-thiol | [EINECS(EC#)]
217-436-4 | [Molecular Formula]
C6H5NO2S | [MDL Number]
MFCD00007343 | [Molecular Weight]
155.17 | [MOL File]
1849-36-1.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow crystalline powder and/or chunks | [Melting point ]
72-77 °C (lit.) | [Boiling point ]
281.9±23.0 °C(Predicted) | [density ]
1.357 (estimate) | [refractive index ]
1.5380 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Crystalline Powder and/or Chunks | [pka]
4.68±0.10(Predicted) | [color ]
Yellow | [Water Solubility ]
Partly soluble in water and chloroform. | [Sensitive ]
Stench | [BRN ]
606924 | [CAS DataBase Reference]
1849-36-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzenethiol, 4-nitro-(1849-36-1) | [EPA Substance Registry System]
1849-36-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 3335 | [WGK Germany ]
3
| [RTECS ]
DC1850000
| [F ]
9-13-23 | [Hazard Note ]
Harmful/Irritant/Stench | [HazardClass ]
IRRITANT | [HS Code ]
29309090 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow crystalline powder and/or chunks | [Uses]
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]. | [References]
[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.” 環(huán)境科學(xué)與技術(shù) 14 10 (1980): 1249–1253.
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