5418-20-2

Usage

Uses

Used in Organic Synthesis:
([(benzylsulfanyl)(phenyl)methyl]sulfanylmethyl)benzene is utilized as a key intermediate in organic synthesis for the creation of a variety of complex organic compounds. Its unique structure, with multiple sulfur and aromatic carbon groups, allows for versatile chemical reactions and the formation of a wide range of products.
Used in Material Science:
In the field of material science, ([(benzylsulfanyl)(phenyl)methyl]sulfanylmethyl)benzene is employed as a building block for the development of new materials. Its complex molecular structure and the presence of sulfur and aromatic carbon groups make it a promising candidate for the synthesis of advanced materials with specific properties, such as improved thermal stability, electrical conductivity, or chemical resistance.
Used in Pharmaceutical Industry:
([(benzylsulfanyl)(phenyl)methyl]sulfanylmethyl)benzene is used as a precursor in the pharmaceutical industry for the synthesis of potential drug candidates. Its complex structure and the presence of sulfur and aromatic carbon groups can be leveraged to design molecules with specific biological activities, targeting various therapeutic areas.
Used in Chemical Research:
In chemical research, ([(benzylsulfanyl)(phenyl)methyl]sulfanylmethyl)benzene serves as a model compound for studying the properties and reactivity of complex organic molecules. Its unique structure provides opportunities for investigating various chemical reactions and understanding the underlying mechanisms, which can contribute to the advancement of organic chemistry and related fields.

Upstream product

• 621-08-9 Dibenzyl sulfoxide 
• 108-24-7 acetic anhydride 
• 100-52-7 benzaldehyde 
• 100-53-8 phenylmethanethiol 
• 150-60-7 dibenzyl disulphide 
• 100-44-7 benzyl chloride 
• 7695-69-4 bis(phenylthio)methylbenzene 
• 7334-52-3 benzaldehyde diethyldithioacetal 
• 538-74-9 dibenzyl sulfide 
• 74-88-4 methyl iodide 
• 7647-01-0 hydrogenchloride 
• 936-51-6 2-phenyl-1,3-dioxolane 
• 98471-36-4 4,4-bis(benzylthio)but-3-en-2-one 
• 106-54-7 p-Chlorothiophenol 

Downstream Products

• 62970-87-0 phenyl[bis(benzylsulfonyl)]methane 
• 150-60-7 dibenzyl disulphide 
• 581-55-5 benzylidene 1,1-diacetate 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 100-52-7 benzaldehyde 
• 538-74-9 dibenzyl sulfide 

Relevant academic research and scientific papers

Direct Synthesis of Unsymmetrical Dithioacetals

Dithioacetals are a frequently used motif in synthetic organic chemistry and have recently seen increasing attention as structural motif in promising antiviral agents against plant pathogens. Most existing reports, however, only discuss symmetrical dithioacetals. Examples of mixed dithioacetals are scarce and no general method for the selective synthesis of these compounds exists. Herein, a synthetically simple general one-step protocol was developed for the synthesis of a broad range of unsymmetrical dithioacetals consisting of one aromatic and one aliphatic thiol moiety from the corresponding aldehyde/thiol mixture. The mixed S,S-acetals were obtained in high yields, and a great variety of functional groups was tolerated. Kinetic control enabled an excellent selectivity in regard to the unsymmetrical dithioacetal.

Direct anodic (thio)acetalization of aldehydes with alcohols (thiols) under neutral conditions, and computational insight into the electrochemical formation of the acetals

A versatile protocol for the production of acetals/thioacetals by means of direct electrochemical oxidation is developed here under neutral conditions, providing (thio)acetals with good functional group tolerance and a wide scope for both aldehydes and (thio)alcohols. DFT calculations reveal that direct electron transfer from the anode plays a key role in carbonyl activation during this acid free acetalization process.

An expeditious and efficient bromomethylation of thiols: Enabling bromomethyl sulfides as useful building blocks

A facile and highly efficient method for the bromomethylation of thiols, using paraformaldehyde and HBr/AcOH, has been developed, which advantageously minimizes the generation of highly toxic byproducts. The preparation of 22 structurally diverse α-bromomethyl sulfides illustrates the chemo-tolerant applicability while bromo-lithium exchange and functionalization sequences, free radical reductions, and additions of the title compounds demonstrate their synthetic utility.

Cyanuric chloride-catalyzed thioacetalization for organocatalytic synthesis of thioacetals

The thioacetalization of aromatic aldehydes has been realized with broad diversity in the presence of various thiols and thiophenols using cyanuric chloride as an organocatalyst.

Chemoselective and odorless transthioacetalization of acetals using α-oxo-ketene dithioacetals as thiol equivalents

Using α-oxo-ketene dithioacetals 1a as odorless thiol equivlents, an efficient and odorless transthioacetalization of acetals 2 has been developed. In the presence of MeCOCl in MeOH, the cleavage of 1a commences to generate thiols at both room and reflux temperatures, and the generated thiols then react with acetals 2 to give correspecting thioacetals 3 in good yield. This transthioacetalization is characterized by mild reaction conditions, simple procedure, good yields, and perfect chemoselectivity. It is noteworthy that only a very faint odor of thiols can be perceived during both the reaction and workup.

Silica-supported phosphorus pentoxide: A reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions

Phosphorus pentoxide supported on silica gel (P2O 5/SiO2) efficiently acts as a highly active and reusable catalyst for cyclic and non-cyclic S,S-acetalization of a variety of carbonyl compounds under mild, solvent-free an

Selenonium ionic liquid as an efficient catalyst for the synthesis of thioacetals under solvent-free conditions

Acidic ionic liquid butyl ethyl phenyl selenonium tetrafluoroborate, [BEPSe]BF4, was successfully employed as a catalyst for the synthesis of several dithioacetals in the absence of a solvent. The method is general and selectively afforded thioacetals derived from aldehydes and ketones in good yields.

A mild and chemoselective dithioacetalization of aldehydes in the presence of anhydrous copper (II) sulfate

Various aldehydes have been protected with different thiols as dithioacetals with excellent yields using anhydrous copper sulfate as a mild and chemoselective catalyst. The reaction is carried out in a solvent and/or under solvent-free conditions. The transthioacetalization of oxyacetals into dithioacetals was also achieved in an excellent yield. Copyright Taylor & Francis Group, LLC.

2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO), N-bromosuccinimide (NBS) and bromine as efficient catalysts for dithioacetalization and oxathioacetalization of carbonyl compounds and transdithioacetalization reactions

The use of 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO), N-bromosuccinimide (NBS), and bromine as efficient catalysts for conversion of carbonyl compounds to their cyclic and acyclic dithioacetals and 1,3-oxathiolanes under mild reaction conditions are described. These catalysts are also used for efficient transdithioacetalization of acetals, diacetals, ketals, acylals, enamines, hydrazones, and oximes with high yields in the presence of thiols.

Neutral lithium triflate (LiOTf) efficiently catalyzes chemoselective preparations of cyclic and acyclic dithioacetals from carbonyl compounds, acylals, and O,O-cyclic and open-chain acetals under solvent-free conditions

An efficient and chemoselective preparation of cyclic and acyclic thioacetals from carbonyl compounds, cyclic and acyclic acetals and acylals in the presence of catalytic amounts of neutral lithium triflate and thiols under solvent-free conditions is described.