742-25-6

Usage

Uses

Used in Organic Synthesis:
1-(4-methylphenyl)sulfonyloxy-2,4-dinitro-benzene is utilized as a reagent in organic synthesis, where its unique functional groups facilitate a range of chemical reactions. Its presence in the synthesis process can lead to the formation of various complex organic molecules.
Used in Dye and Pigment Production:
1-(4-methylphenyl)sulfonyloxy-2,4-dinitro-benzene also serves as a precursor for the production of dyes and pigments, where its chemical structure plays a crucial role in determining the color and properties of the final products.
Safety Precautions:
It is essential to handle 1-(4-methylphenyl)sulfonyloxy-2,4-dinitro-benzene with care due to its toxic nature. Direct contact with the skin or eyes can cause irritation, and ingestion or inhalation of the compound can lead to harmful health effects. Proper safety measures, including the use of personal protective equipment, should be taken to minimize the risk of exposure during its use in chemical processes.

InChI:InChI=1/C13H10N2O7S/c1-9-2-5-11(6-3-9)23(20,21)22-13-7-4-10(14(16)17)8-12(13)15(18)19/h2-8H,1H3

Upstream product

• 51-28-5 2,4-Dinitrophenol 
• 98-59-9 p-toluenesulfonyl chloride 
• 156840-00-5 2,4-dinitrophenyl 4-nitrobenzenesulfonate 
• 156839-99-5 2,4-dinitrophenyl 3-nitrobenzenesulfonate 
• 973-63-7 2,4-dinitrophenyl 4-chlorobenzenesulfonate 
• 970-88-7 2,4-dinitrophenyl benzenesulfonate 
• 154853-46-0 2,4-dinitrophenyl 4-methoxybenzenesulfonate 
• 175676-42-3 trifluoromethyl 4-methylbenzenesulfonate 
• 1252879-47-2 Co(((CH₃)3C)4(C₆H₂CHNO)2C₆H₁₀)OC₆H₃(NO₂)2 
• 104-15-4 toluene-4-sulfonic acid 
• 573-56-8 2,6-dinitrophenol 

Downstream Products

• 839-93-0 1-(2,4-dinitrophenyl)piperidine 
• 2486-07-9 2,4-dinitrophenyl phenyl ether 
• 835-57-4 methyl 2,4-dinitrophenyl sulfone 
• 837-21-8 ethyl-(2,4-dinitro-phenyl)-sulfone 
• 899-02-5 (2,4-dinitro-phenyl)-p-tolyl sulfone 
• 899-03-6 (4-chloro-phenyl)-(2,4-dinitro-phenyl)-sulfone 
• 896-80-0 1-benzenesulfonyl-2,4-dinitro-benzene 
• 75317-05-4 (4-bromo-phenyl)-(2,4-dinitro-phenyl)-sulfone 
• 5465-68-9 2-(2,4-dinitrophenyl)-3-oxobutyric acid ethyl ester 
• 961-68-2 N-phenyl-2,4-dinitroaniline 
• 4703-22-4 N-tosylpiperidine 
• 51-28-5 2,4-Dinitrophenol 
• 70-55-3 toluene-4-sulfonamide 
• 104-15-4 toluene-4-sulfonic acid 

Relevant academic research and scientific papers

Structures and properties of coordination polymers with a rigid zwitterionic pyridinium-based tricarboxylate ligand

Four coordination polymers of different transition metal ions with a new zwitterionic tricarboxylate ligand, 1-(3,5-dicarboxylatophenyl)-4-carboxylatopyridinium (L2?) were synthesized, and characterized. They are formulated as [Cu3L

Generalizable synthesis of bioresponsive near-infrared fluorescent probes: Sulfonated heptamethine cyanine prototype for imaging cell hypoxia

Continued advancement in bioresponsive fluorescence imaging requires new classes of activatable fluorescent probes that emit near-infrared fluorescence with wavelengths above 740 nm. Heptamethine cyanine dyes (Cy7) have suitable fluorescence properties bu

Novel asymmetric viologen compound as well as preparation method and application thereof (by machine translation)

The invention discloses a novel asymmetric viologen compound and a preparation method and application thereof, wherein the novel asymmetric viologen compound is mainly composed of 4, 4' - bipyridine and different electron donating groups, electron withdra

From Chelating to Bridging Ligands: N-Sulfonyliminoimidazolium Ylides as Precursors to Anionic N-Heterocyclic Carbene Ligands

The synthesis and investigation of a new family of anionic N-heterocyclic carbene (NHC) ligands, based on N-sulfonyliminoimidazolium ylides, is reported. Their corresponding silver complexes have been synthesized and present distinctive geometries compare

Approach to a Substituted Heptamethine Cyanine Chain by the Ring Opening of Zincke Salts

Cyanine dyes play an indispensable and central role in modern fluorescence-based biological techniques. Despite their importance and widespread use, the current synthesis methods of heptamethine chain modification are restricted to coupling reactions and nucleophilic substitution at the meso position in the chain. Herein, we report the direct transformation of Zincke salts to cyanine dyes under mild conditions, accompanied by the incorporation of a substituted pyridine residue into the heptamethine scaffold. This work represents the first general approach that allows the introduction of diverse substituents and different substitution patterns at the C3′-C5′ positions of the chain. High yields, functional tolerance, versatility toward the condensation partners, and scalability make this method a powerful tool for accessing a new generation of cyanine derivatives.

Cobalt-Catalyzed Trifluoromethoxylation of Epoxides

A catalytic ring-opening reaction of epoxides by nucleophilic trifluoromethoxylation of trifluoromethyl arylsulfonate has been developed based on the use of a cobalt catalyst. This reaction provides an efficient, simple route for directly construction of a wide range of vicinal trifluoromethoxyhydrins under mild conditions. In addition, this method can convert terminal epoxides into target products with good chemo- and regioselectivity.

Nucleophilic Substitution Reactions of 2,4-Dinitrophenyl X-Substituted-Benzenesulfonates and Y-Substituted-Phenyl 4-Nitrobenzenesulfonates with Azide Ion: Regioselectivity and Reaction Mechanism

The second-order rate constants for reactions of 2,4-dinitrophenyl X-substituted-benzenesulfonates (4a-4f) and Y-substituted-phenyl-4-nitrobenzenesulfonates (5a-5f) with N3- ion have been measured spectrophotometrically. The reactions of 4a-4f proceed through S-O and C-O bond fission pathways competitively. Fraction of the S-O bond fission decreases rapidly as the substituent X in the benzenesulfonyl moiety changes from an electron-withdrawing group to an electron-donating group. The Hammett plots for reactions of 4a-4f are linear with ρX=1.87 and 0.56 for the S-O and C-O bond fission, respectively. The fact that the substituent X is further away from the reaction site of the C-O bond fission than that of the S-O bond fission is one reason for the smaller ρX value. The nature of the reaction mechanism (i.e., a stepwise mechanism in which expulsion of the leaving group occurs after the rate-determining step) is also responsible for the smaller ρX value obtained from the C-O bond fission. The Bronsted-type plot for the reactions of 5a-5f is linear with βlg=-0.63, which is typical for reactions reported previously to proceed through a concerted mechanism. Effects of substituents X and Y on regioselectivity and reaction mechanism are discussed in detail.

Kinetic study on alkaline hydrolysis of Y-substituted phenyl X-substituted benzenesulfonates: Effects of changing nucleophile from azide to hydroxide ion on reactivity and transition-state structure

Second-order rate constants (kOH-) for alkaline hydrolysis of 2,4-dinitrophenyl X-substituted benzenesulfonates (1a-1f) and Y-substituted phenyl 4-nitrobezenesulfonates (2a-2g) have been measured spectrophotometrically. Comparison of kOH/

A kinetic study on nucleophilic displacement reactions of aryl benzenesulfonates with potassium ethoxide: Role of K+ ion and reaction mechanism deduced from analyses of LFERs and activation parameters

Pseudofirst-order rate constants (kobsd) have been measured spectrophotometrically for the nucleophilic substitution reactions of 2,4-dinitrophenyl X-substituted benzenesulfonates 4a-f and Y-substituted phenyl benzenesulfonates 5a-k with EtOK in anhydrous ethanol. Dissection of k obsd into kEtO- and kEtOK (i.e., the second-order rate constants for the reactions with the dissociated EtO - and ion-paired EtOK, respectively) shows that the ion-paired EtOK is more reactive than the dissociated EtO-, indicating that K + ion catalyzes the reaction. The catalytic effect exerted by K + ion (e.g., the kEtOK/kEtO- ratio) decreases linearly as the substituent X in the benzenesulfonyl moiety changes from an electron-donating group (EDG) to an electron-withdrawing group (EWG), but it is independent of the electronic nature of the substituent Y in the leaving group. The reactions have been concluded to proceed through a concerted mechanism from analyses of the kinetic data through linear free energy relationships (e.g., the Bronsted-type, Hammett, and Yukawa-Tsuno plots). K+ ion catalyzes the reactions by increasing the electrophilicity of the reaction center through a cyclic transition state (TS) rather than by increasing the nucleofugality of the leaving group. Activation parameters (e.g., ΔH? and ΔS?) determined from the reactions performed at five different temperatures further support the proposed mechanism and TS structures.

Variation of the viologen electron relay in cyclodextrin-based self-assembled systems for photoinduced hydrogen evolution from water

The light-driven reduction of protons for the production of molecular hydrogen in multicomponent systems depends on electron relays such as viologens. We describe here the effect of viologens appended with guest moieties (adamantane or bile acid) on the e