5335-82-0

Basic information

• Product Name: Ethanone, 1,1'-(dithiodi-4,1-phenylene)bis-
• Synonyms: Acetophenone, 4,4''-dithiodi- (6CI);Acetophenone,4',4'''-dithiodi- (7CI,8CI);NSC 986
• CAS NO: 5335-82-0
• Molecular Formula: C₁₆H₁₄O₂S₂
• Molecular Weight: 302.418
• Mol File: 5335-82-0.mol

Chemical Properties

• Boiling Point: 461.1 °C at 760 mmHg
• Flash Point: 199.3 °C
• Density: 1.27 g/cm³
• CAS DataBase Reference: Ethanone, 1,1'-(dithiodi-4,1-phenylene)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1,1'-(dithiodi-4,1-phenylene)bis-(5335-82-0)
• EPA Substance Registry System: Ethanone, 1,1'-(dithiodi-4,1-phenylene)bis-(5335-82-0)

Safety Data

• Hazardous Substances Data: 5335-82-0(Hazardous Substances Data)

Usage

Uses

Used in Polymer Chemistry:
Ethanone, 1,1'-(dithiodi-4,1-phenylene)bisis utilized as a crosslinking agent in polymer chemistry. Its ability to form covalent bonds between polymer chains enhances the mechanical properties and stability of the resulting materials.
Used in Organic Synthesis:
Ethanone, 1,1'-(dithiodi-4,1-phenylene)bisalso serves as a building block for the synthesis of other organic compounds. Its presence in various chemical reactions allows for the creation of a wide range of products, from pharmaceuticals to specialty chemicals.
Used in Chemical Research:
Ethanone, 1,1'-(dithiodi-4,1-phenylene)bisis employed in chemical research to study the properties of dithiobisaryl ketones and their potential applications in different fields. This research can lead to the development of new materials and processes.
Safety Considerations:
It is crucial to handle Ethanone, 1,1'-(dithiodi-4,1-phenylene)biswith care due to its potential hazards. Proper safety measures should be taken to minimize risks during its use in various applications.

Upstream product

• 14428-56-9 1-(4-thiocyanatophenyl)ethan-1-one 
• 350-47-0 1-(4-acetylphenyl)diazonium tetrafluoroborate 
• 1788-10-9 4-Acetylbenzenesulfonyl chloride 
• 98-09-9 benzenesulfonyl chloride 
• 99-90-1 para-bromoacetophenone 
• 13329-40-3 4-Iodoacetophenone 
• 3814-20-8 4-mercaptoacetophenone 
• 103-04-8 (phenylthio)acetic acid 
• 5042-53-5 1-(phenylsulfanyl)acetone 
• 931-59-9 benzenesulfenyl chloride 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 1778-09-2 4-(Methylthio)acetophenone 
• 99-93-4 4-Hydroxyacetophenone 
• 109613-00-5 4-acetophenyl triflate 

Downstream Products

• 161386-60-3 4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone 
• 161386-57-8 4'-[4-(2-hydroxy-1-tetrahydropyran-2-yloxyprop-2-yl)thien-2-ylthio]acetophenone ethylene acetal 
• 156538-37-3 4'-(4-bromothien-2-ylthio)acetophenone ethylene acetal 
• 161386-58-9 4'-[4-(1,2-dihydroxyprop-2-yl)thien-2-ylthio]acetophenone 
• 156538-36-2 bis<4-(2-methyl-1,3-dioxolan-2-yl)phenyl> disulfide 
• 14428-56-9 1-(4-thiocyanatophenyl)ethan-1-one 
• 40973-70-4 1-(4-mercapto-phenyl)-ethanone; potassium salt 
• 3814-20-8 4-mercaptoacetophenone 
• 1565-17-9 4-acetylbenzenesulfonamide 

Relevant articles and documents

A novel dual-nano assisted synthesis of symmetrical disulfides from aryl/alkyl halides

Here, we have reported a novel approach towards dual-nano assisted synthesis of disulfides from coupling of alkyl/aryl halides and sulfur nanoparticles. The indium oxide nanoparticles as catalyst expedite the conversion and sulfur nanoparticle notably enhances the miscibility, providing a faster, high yielding and cost-effective process in ethanol-water system. The method has synthetic advantages in terms of mild reaction framework, catalyst regeneration, and absence of any sulfide or polysulfide linkage as by-product leading to a column free synthesis. A variety of alkyl, aryl and heteroaryl symmetrical disulfides are obtained in good to excellent yields up to exceeding 98%.

Tunable and Practical Synthesis of Thiosulfonates and Disulfides from Sulfonyl Chlorides in the Presence of Tetrabutylammonium Iodide

A tunable and practical synthesis of electrophilic sulfenylating reagents, thiosulfonates and disulfides, from inexpensive and easily available sulfonyl chlorides, has been developed. By appropriate choice of solvents, the reaction of sulfonyl chlorides and tetrabutylammonium iodide gave the target products in good to excellent yields, respectively. These transformations probably proceed through a reducing–coupling pathway. (Figure presented.).

3,6-Di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) mediated metal-free mild oxidation of thiols to disulfides in aqueous medium

Thiols are efficiently oxidized to disulfides (RSSR) in the presence of 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) in aqueous medium, as well as in the absence of a solvent under mild and metal-free conditions. A broad range of alkyl, aryl and heterocyclic symmetrical disulfides can be easily obtained in almost quantitative yields. The X-ray single crystal structure of 2-aminocyclopent-1-ene-1-carbothioic dithioperoxyanhydride (disulfide obtained from 2-aminocyclopentene-1-dithiocarboxylic acid, ACDA) is reported. The reaction mechanism has been studied thoroughly. It is shown that the reaction proceeds through the formation of an organosulphur radical. Pytz interacts with thiol to accept one electron and produces an organosulphur radical. Pytz ultimately accepts two electrons to form H2pytz and is capable of oxidizing 2 equivalents of thiols.

Synthesis of disulfides and diselenides by copper-catalyzed coupling reactions in water

A simple and efficient protocol for copper-catalyzed coupling reactions between aryl halides and elemental sulfur or selenium has been developed. A variety of disulfides and diselenides can be obtained in moderate to excellent yields up to 96%. The Royal Society of Chemistry 2013.

Electrochemical transformation of diazonium salts into diaryl disulfides

Electrolyses of aryldiazonium tetrafluoroborates in CS2/EtOH and Bu4NClO4, as the solvent-supporting electrolyte system, led to the corresponding diaryl disulfides in good yields.

Convenient synthesis of aromatic thiols from phenols

Aromatic thiols were synthesised from phenols in good yield and under mild conditions by reaction of the corresponding triflates with sodium triisopropylsilanethiolate (NaSTIPS) and subsequent deprotection.

Chiral Dioxolane Inhibitors of Leukotriene Biosynthesis: Structure-Activity Relationships and Syntheses Using Asymmetric Dihydroxylation

1,3-Dioxolanes have been described as chiral inhibitors of 5-lipoxygenase (5LO).In the present work, this series has been developed further to provide agents which showed comparable or superior potency in vivo to ZD2138, a methoxytetrahydropyran inhibitor of 5LO, which is currently undergoing clinical evaluation.An asymmetric synthesis was developed to these dioxolanes based on asymmetric dihydroxylation. (S)-N-Methyl-4'-thio>acetanilide ((S)-10d) inhibited leukotriene B4 (LTB4) synthesis in A23187-stimulated human whole blood in vitro with IC50 0.039μM, 25-fold more potent than (R)-10d.In vivo, (S)-10d inhibited LTB4 synthesis by 70percent in zymosan-inflamed air pouch exudate in rat 10 h after an oral dose of 1.5 mg/kg.Structure-activity relationship considerations suggested that the dioxolane and methoxytatrahydropyran series are related, a conclusion which can be supported by molecular modeling.

PYRROLIDINE DERIVATIVES

The invention concerns pyrrolidine derivatives of the formula I wherein Ar1 is optionally-substituted phenyl, naphthyl or a 10-membered bicyclic heterocyclic moiety containing one or two nitrogen heteroatoms and optionally containing a further heteroatom selected from nitrogen, oxygen and sulphur; A is a direct link to the group X or A is (1-4C)alkylene; X is oxy, thio, sulphinyl or sulphonyl; Ar2 is phenylene, pyridinediyl, pyrimidinediyl, thiophendiyl, furandiyl or thiazolediyl; R1 is (1-4C)alkyl, (3-4C)alkenyl or (3-4C)alkynyl; R2 is (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, halogeno-(1-4C)alkyl, halogeno-(2-4C)alkenyl, halogeno-(2-4C)alkynyl, (1-4C)alkoxy-(2-4C)alkyl, hydroxy-(2-4C)alkyl, cyano-(1-4C)alkyl, carboxy-(1-4C)alkyl, carbamoyl-(1-4C)alkyl, (1-4C)alkoxycarbonyl-(1-4C)alkyl, _N-(1-4C)alkylcarbamoyl-(1-4C)alkyl or _N,_N-di-(1-4C)alkylcarbamoyl-(1-4C)alkyl; and n is 1 or 2 and each R3 is independently hydrogen, hydroxy, (1-4C)alkyl or (1-4C)alkoxy; or a pharmaceutically-acceptable salt thereof; processes for their manufacture; pharmaceutical compositions containing them and their use as 5-lipoxygenase inhibitors