2486-09-1

Basic information

• Product Name: 2,4-Dinitrophenyl phenyl sulfide
• Synonyms: 2,4-Dinitrophenyl phenyl sulfide
• CAS NO: 2486-09-1
• Molecular Formula: C₁₂H₈N₂O₄S
• Molecular Weight: 276.26792
• Mol File: 2486-09-1.mol
• Article Data: 31

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,4-Dinitrophenyl phenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dinitrophenyl phenyl sulfide(2486-09-1)
• EPA Substance Registry System: 2,4-Dinitrophenyl phenyl sulfide(2486-09-1)

Safety Data

• Hazardous Substances Data: 2486-09-1(Hazardous Substances Data)

Usage

General Description

2,4-Dinitrophenyl phenyl sulfide is a chemical compound with the molecular formula C12H8N2O4S. It is a yellow crystalline powder with a melting point of 139-141°C. 2,4-Dinitrophenyl phenyl sulfide is commonly used as a reagent in organic chemistry for determining the presence of thiol or sulfide functional groups in various organic compounds. It undergoes nucleophilic substitution reactions with thiols to form 2,4-dinitrophenyl thioethers which can be characterized and analyzed using various spectroscopic and analytical techniques. Additionally, 2,4-Dinitrophenyl phenyl sulfide is also used in the synthesis of various pharmaceutical and agrochemical products.

Upstream product

• 528-76-7 2,4-dinitrobenzenesulfenyl chloride 
• 71-43-2 benzene 
• 4185-69-7 1-(2,4-dinitrophenyl)-pyridinium chloride 
• 108-98-5 thiophenol 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 3111-52-2 potassium thiophenolate 
• 882-33-7 diphenyldisulfane 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 930-69-8 sodium thiophenolate 
• 123-91-1 1,4-dioxane 
• 67602-75-9 2-((2,4-dinitrophenyl)thio)pyridine 
• 64-17-5 ethanol 
• 24367-35-9 Phenyl 2-pyridyl disulfide 
• 584-48-5 2,4-dinitrobromobenzene 

Downstream Products

• 896-80-0 1-benzenesulfonyl-2,4-dinitro-benzene 
• 19093-39-1 2,4-dinitrophenyl phenyl sulphoxide 
• 6264-74-0 4-(phenylthio)-1,3-phenylenediamine 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 

Relevant articles and documents

A phthalimide-based fluorescent probe for thiophenol detection in water samples and living cells with a large Stokes shift

A phthalimide-based fluorescent probe for the detection of thiophenol was developed based on the combination of photo-induced electron transfer (PET) and excited-state intramolecular proton transfer (ESIPT) mechanisms. This probe displays high sensitivity

Detection of thiophenol in buffer, in serum, on filter paper strip, and in living cells using a red-emitting amino phenothiazine boranil based fluorescent probe with a large Stokes shift

A novel red-emitting dye, PB-NH2, was synthesized by incorporation of an electron rich phenothiazine moiety to classical boranil dye. PB-NH2 displayed excellent photophysical properties, such as long emission wavelength, large Stokes

A red-to-near-infrared fluorescent probe for the detection of thiophenol based on a novel hydroxylflavone-quinoline-amino molecular system with large Stokes shift

In this work, we synthesized a novel long-wavelength-emitting fluorophore FQ-OH based on a novel designed hydroxylflavone-quinoline-amino molecular system with both intramolecular charge transfer (ICT) and excited-state intramolecular proton transfer (ESIPT) process, enabling FQ-OH with strong fluorescence in a wide range of 550–800 nm, covering red-to-near-infrared emission region and large stokes shift as much as 162 nm. Due to the promising spectra property, FQ-OH was then fabricated into a red-to-near-infrared fluorescent probe FQ-DNP for the selective detection of thiophenol via aromatic nucleophilic substitution (SNAr) reaction mechanism. Spectra assays in the solution demonstrated that FQ-DNP displayed prominent turn-on fluorescence response to thiophenol in 550–800 nm with emission peak at 627 nm, excellent selectivity, and exceptional sensitivity (detection limit as low as 7.2 nM). In addition, thiophenol in vapor form could be detected by FQ-DNP coated test papers enabling naked eye detection. Moreover, FQ-DNP was utilized for detecting thiophenol in environmental samples and showed great recovery results. Furthermore, biological application of FQ-DNP in living cells through cell imaging study demonstrated apparent intracellular fluorescence enhancement before/after thiophenol addition.

2,4-Dinitrobenzenesulfonyl fluoresceins as fluorescent alternatives to Ellman's reagent in thiol-quantification enzyme assays

(Chemical Equation Presented) Fluorescent sensor for thiols: Deprotection of nonfluorescent 1 by thiols (R′SH) proceeds rapidly and near-quantitatively in aqueous solution (pH 7.4) to produce highly fluorescent 2. Assays performed in the presence of 1 provide a rapid and simple method for the determination of inhibitory constants for inhibitors such as donepezil toward acetyl- and butyrylcholinesterases.

Short Wavelength Inner Filter Technique (SWIFT) in Designing Reactive Fluorescent Molecular Probes

Here, we present a conceptually novel and experimentally straightforward technique for selective analyte detection that uses a combination of commercial fluorophores and simple chemicals. The technique utilizes the well-known inner filter effect (IFE); however, the fluorophore's excitation is performed at wavelengths significantly shorter than its absorption maximum. In the presence of the analyte, the "filter" appears or disappears at the excitation wavelength resulting in the fluorescence turning OFF or ON, respectively. Unlike common probes, our technique allows real-time monitoring of a fluorophore's stability as well as its recycling. We further demonstrate the applicability of this technique in continuing analyte detection as well as vapor analysis.