24588-74-7

Usage

Uses

Used in Organic Synthesis:
2-(4-nitrophenyl)-1,3-dithiane is used as a building block for the synthesis of heterocyclic compounds due to its ability to participate in various reactions, making it a versatile intermediate in organic chemistry.
Used in Pharmaceutical Production:
2-(4-nitrophenyl)-1,3-dithiane is used as a key intermediate in the production of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Production:
2-(4-nitrophenyl)-1,3-dithiane is also utilized as an intermediate in the synthesis of agrochemicals, playing a role in the development of pesticides and other agricultural chemicals.
Used in Research and Development:
2-(4-nitrophenyl)-1,3-dithiane is used in the preparation of natural product analogs and complex molecules for research purposes, aiding in the advancement of scientific knowledge and the discovery of novel compounds with potential applications.
Used in Medicinal Chemistry:
The synthetic versatility of 2-(4-nitrophenyl)-1,3-dithiane makes it an important chemical in medicinal chemistry, where it is employed to create new drug candidates and improve existing pharmaceuticals.
Used in Materials Chemistry:
2-(4-nitrophenyl)-1,3-dithiane is also applied in materials chemistry, where it can be used to develop new materials with specific properties, such as improved stability or reactivity, for various industrial applications.

Upstream product

• 505-23-7 1,3 dithiane 
• 98-95-3 nitrobenzene 
• 109-80-8 1.3-propanedithiol 
• 555-16-8 4-nitrobenzaldehdye 
• 544-25-2 Cyclohepta-1,3,5-triene 
• 833-64-7 2-(p-nitrophenyl)-1,3-dioxane 
• 53811-23-7 2-phenylthio-1,3-dithiane 
• 552-89-6 2-nitro-benzaldehyde 
• 2403-62-5 p-nitrobenzaldehyde diethyl acetal 
• 2403-53-4 2-(4-nitrophenyl)-1,3-dioxolane 
• 59147-86-3 bis(p-nitrobenzylidene) pentaerythritol diacetal 
• 2929-91-1 4-nitrobenzylidene diacetate 
• 67-56-1 methanol 
• 628300-14-1 2,4-dichloro-3-(1,3-propylenedithio-methylene)-penta-1,4-diene 

Downstream Products

• 84066-69-3 1-(p-nitrophenyl)-4-phenyl-3-buten-1,1-dithiane 
• 35531-59-0 2-deuterio-2-(4-nitrophenyl)-1,3-dithiane 
• 555-16-8 4-nitrobenzaldehdye 
• 111997-84-3 2-(4-Nitrophenyl)-1,3-dithian-2-ylium-tribromid 
• 881-67-4 4-nitrobenzaldehyde dimethyl acetal 
• 86201-73-2 4-(Nitro)thiobenzoesaeure-S-<3-<2-(4-nitrophenyl)-1,3-dithian-2-ylthio>propylester> 
• 94781-50-7 α-deuterio-4-nitro-benzaldehyde 
• 69278-14-4 2-(4-nitrophenyl)-1,3-dithiane 1-oxide 
• 84066-57-9 (E)-1-(p-nitrophenyl)-4-phenyl-3-buten-1-one N-tosylhydrazone 
• 84066-60-4 trans-1-phenyl-4-(p-nitrophenyl)-4-diazobut-1-ene 
• 84066-70-6 (E)-1-(p-nitrophenyl)-4-phenyl-3-buten-1-one 

Relevant academic research and scientific papers

Direct synthesis of 1,3-dithiane substituted nitroarenes via vicarious nucleophilic substitution with 2-phenylthio- 1,3-dithiane

2-Phenylthio-l,3-dithiane underwent VNS with various nitroarenes to provide para-dithianyl nitroarenes regiospecifically in good to excellent yields. The resulting nitroaryl dithianes were readily unmasked to the corresponding aldehydes. (C) 2000 Elsevier

Highly ordered mesoporous functionalized pyridinium protic ionic liquid framework as a highly efficient catalytic system in chemoselective thioacetalization of carbonyl compounds under solvent-free conditions

Dithioacetals are a well-known class of organic compounds as both protecting group for the carbonyl compounds and valuable synthons for organic synthesis. Polysiloxane acidic ionic liquids containing pyridinium trifluoroacetate salts (PMO-Py-IL) as organi

Ni-NiO heterojunctions: a versatile nanocatalyst for regioselective halogenation and oxidative esterification of aromatics

Herein, we report a facile method for the synthesis of Ni-NiO heterojunction nanoparticles, which we utilized for the nuclear halogenation reaction of phenol and substituted phenols usingN-bromosuccinimide (NBS). A remarkablepara-selectivity was achieved for the halogenated products under semi-aqueous conditions. Interestingly, blocking of thepara-position of phenol offeredortho-selective halogenation. In addition, the Ni-NiO nanoparticles catalyzed the oxidative esterification of carbonyl compounds with alcohol, diol or dithiol in the presence of a catalytic amount of NBS. It was observed that the aromatic carbonyls substituted with an electron-donating group favoured nuclear halogenation, whereas an electron-withdrawing group substitution in carbonyl compounds facilitated the oxidation reaction. In addition, the catalyst was magnetically separated and recycled 10 times. The tuned electronic structure at the Ni-NiO heterojunction controlled selectivity and activity as no suchpara-selectivity was observed with commercially available NiO or Ni nanoparticles.

Catalytic application of sulfamic acid-functionalized magnetic Fe3O4nanoparticles (SA-MNPs) for protection of aromatic carbonyl compounds and alcohols: Experimental and theoretical studies

Protection techniques of functional groups within the structure of organic compounds are important synthetic methods against unwanted attacks from various reagents during synthetic sequences. Acetal and thioacetal groups are well known as protective funct

An expedient carbon–sulfur bond formation explored through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds

A facile carbon–sulfur bond formation was observed through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds. In a preliminary study, the synthesis and characterization of functionalized bio-polymer, cellulose sulph

Dehydrative Glycosylation Enabled by a Comproportionation Reaction of 2-Aryl-1,3-dithiane 1-Oxide?

A new dehydrative glycosylation reaction has been established by capitalizing on the comproportionation reaction of 2-aryl-1,3-dithiane 1-oxides promoted by triflic anhydride (Tf2O). By wedding the high potency of thiophilic promoter system with the step efficiency of dehydrative glycosylation, this reagent underwent facile intermolecular oxothio acetalization with C1-hemiacetal donor to install a temporary leaving group, rendering a transient electrophilic center at the remote site to the anomeric position. The sulfenyl triflate tethered at the terminus concomitantly activated the sulfide intramolecularly to afford the oxocarbenium ion, thereby facilitating the title glycosylation. Aside from accommodating broad range functional groups and inactive hemiacetal substrates, the present activation protocol also proved expedient for 1,3-diol protection. Most importantly, this method further provided a fresh perspective for the application of sulfur chemistry to carbohydrate chemistry.

Visible-light mediated facile dithiane deprotection under metal free conditions

Visible light mediated facile and selective dithiane deprotection under metal free conditions is developed. Eosin Y (1 mol%) proved to be an effective catalyst for the dithiane deprotection under the ambient photoredox conditions. The standard household compact fluorescent light source (CFL bulb) proved to be effective under open-air conditions in aqueous acetonitrile at room temperature. The protocol that exhibits a broad substrate scope and functional group tolerance has been shown to expand to a range of transformations for the electron-rich and -deficient thioacetals and thioketals. The synthetic utility of this protocol has also been demonstrated by gram-scale application.

A 2 - substituted - 1, 3 - dithiane derivative of the preparation method

The invention provides a preparation method of a 2-substituted-1,3-dithiane derivative. The preparation method comprises the following steps: adding 1,3-dithiane (CAS:505-23-7) and 1,2-dichloroethane (DCE) or dichloromethane (DCM) into a reaction bottle, adding N-chlorosuccinimide (NCS) under ice-bath condition, and stirring for 0.5-1 h to prepare a 2-chloro-1,3-dithiane solution; and adding an aldehyde or ketone compound and a lewis acid catalyst into the above solution, and reacting to prepare the 2-substituted-1,3-dithiane derivative. By using the 1,3-dithiane solid and different types of aldehyde and keto-carbonyl compounds as raw material and using one or more of ferric trichloride, boron trifluoride diethyl etherate, methanesulfonic acid, aluminum trichloride, ferrous chloride and nickel chloride as catalysts, preparation of the 2-substituted-1,3-dithiane derivative is realized. The catalysts used in the invention are cheap and easily available, dosage of the catalysts is low and pollution of the catalysts is little. The solid raw materials used in the invention can avoid use of fetid toxic 1,3-dimercaptopropane with strong volatility, and the purpose of protecting an experimenter's body and reducing environmental pollution is realized. In addition, the preparation method has advantages of mild reaction condition, high yield, simple operation and the like.

Rhodium(III)-catalyzed oxidative alkenylation of 1,3-dithiane-protected arenecarbaldehydes via regioselective C-H bond cleavage

A Rh(III)-catalyzed direct alkenylation of 2-aryl-1,3-dithiane derivatives with alkenes has been developed. The 1,3-dithiane group can serve as an effective directing group for the exclusively monoselective alkenylation under mild oxidative conditions. Th

Fe-catalyzed direct dithioacetalization of aldehydes with 2-chloro-1,3-dithiane

Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst.