13616-83-6

Basic information

• Product Name: di(2,4-xylyl) disulphide
• Synonyms: di(2,4-xylyl) disulphide;Bis(2,4-xylyl) persulfide;2,4-Xylyl disulfide;Disulfide, bis(2,4-dimethylphenyl);Einecs 237-101-6;Vortioxetine Impurity 18;Vortioxetine impurity H
• CAS NO: 13616-83-6
• Molecular Formula: C₁₆H₁₈S₂
• Molecular Weight: 274.44412
• EINECS: 237-101-6
• Mol File: 13616-83-6.mol

Chemical Properties

• Melting Point: 265 °C
• Boiling Point: 365.1°Cat760mmHg
• Flash Point: 174.6°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 3.39E-05mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: -20°C, Inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: di(2,4-xylyl) disulphide(CAS DataBase Reference)
• NIST Chemistry Reference: di(2,4-xylyl) disulphide(13616-83-6)
• EPA Substance Registry System: di(2,4-xylyl) disulphide(13616-83-6)

Safety Data

• Hazardous Substances Data: 13616-83-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Di(2,4-xylyl) disulphide is used as a reactant in the preparation of vortioxetine salts through a new synthetic path. This application is significant because it aids in the production of a medication that targets various serotonin receptors and SERT, potentially benefiting patients with conditions related to serotonin dysregulation.
Additionally, while not explicitly mentioned in the provided materials, di(2,4-xylyl) disulphide may also have potential applications in other industries, such as the chemical or materials science fields, due to its unique structural properties. However, without further information, it is not possible to detail these applications with certainty.

InChI:InChI=1/C16H18S2/c1-11-5-7-15(13(3)9-11)17-18-16-8-6-12(2)10-14(16)4/h5-10H,1-4H3

Upstream product

• 13616-82-5 2,4-dimethyl-thiophenol 
• 88-61-9 2,4-dimethylbenzenesulfonic acid 
• 609-60-9 2,4-dimethylbenzenesulfonyl chloride 
• 1442637-86-6 bis(2,4-dimethylphenylthiomethyl)-(1-methylbenzimidazol-2-ylmethyl)amine 
• 925430-09-7 tricyclopropylbismuthane 
• 411235-57-9 cyclopropylboronic acid 
• 1070-42-4 di(2-chloroethyl)phosphite 
• 6163-85-5 bis(2-methoxyethyl) phosphonate 
• 868-85-9 Dimethyl phosphite 
• 1809-21-8 di-n-propyl phosphonate 
• 123-56-8 Succinimide 
• 68978-26-7 m-xylene-4-sulfonic acid, potassium salt 

Downstream Products

• 35293-50-6 1,3-dimethyl-4-thiocyanatobenzene 
• 13616-82-5 2,4-dimethyl-thiophenol 
• 508233-74-7 vortioxetine 
• 960203-42-3 4-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester 
• 1374639-70-9 (2,4-dimethylphenyl)(perfluorophenyl)sulfane 
• 1374639-65-2 1,4-bis(2,4-dimethylphenylthio)-2,3,5,6-tetrafluorobenzene 
• 1229513-97-6 (3-fluorophenyl)-2,4-dimethylphenylsulfide 
• 1229514-31-1 (3,4,5-trifluorophenyl)-2,4-dimethylphenylsulfide 

Relevant articles and documents

Synthesis method of substituted thiophenol (by machine translation)

The invention provides a method for synthesizing substituted thiophenol, which comprises the following steps of preparing compound V compound and NaHSO3 Or KHHSO3 Reaction synthesis IV compound, compound of formula IV and SO2 Reaction-synthesis III compounds of formula III are passed NaBH in NaOH solution. 4 Of formula II is reduced and the compound of formula II is acidified to give a compound of formula I. The method for synthesizing the substituted thiophenol has the advantages of greenness, high efficiency, easiness in industrial application and the like. (by machine translation)

First use of an organobismuth reagent in C(sp3)–S bond formation: Access to aryl cyclopropyl sulfides via copper-catalyzed S–Cyclopropylation of thiophenols using tricyclopropylbismuth

The direct S-cyclopropylation of thiophenols using tricyclopropylbismuth is reported. The reaction is catalyzed by copper(II) acetate and operates under mild conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to good yields. This reaction represents the first use of an organobismuth reagent in C(sp3)–S bond formation.

Synthesis of aryl cyclopropyl sulfides through copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid

The copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid is reported. The procedure operates under simple conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to excellent yields. The reaction tolerates substitution in ortho-, meta- and para-substitution as well as electron-donating and electron-withdrawing groups. The S-cyclopropylation of a thiophenol was also accomplished using potassium cyclopropyl trifluoroborate.

Base-controlled Fe(Pc)-catalyzed aerobic oxidation of thiols for the synthesis of S-S and S-P(O) bonds

Fe(Pc)-Catalyzed aerobic oxidation of thiols for the synthesis of disulfides has been developed under mild reaction conditions. In addition, an aerobic oxidative cross-dehydrogenative coupling (CDC) reaction of thiols with P(O)-H compounds (H-phosphonates and H-phosphine oxide) for the formation of S-P(O) bonds has been demonstrated under the Fe(Pc) catalysis system with a base additive. Control experiments revealed that the use of a base (DIPA) in this system controls the synthetic pathways in which thiophosphates are formed.

A 1, 2 - b (2, 4 - dimethyl phenyl) sulfide preparation method

The invention discloses a 1, 2 - b (2, 4 - dimethyl phenyl) sulfide preparation method, comprises the following steps: the 2, 4 - dimethyl thiophenol, ethyl acetate mix, dropping hydrogen peroxide solution, then stir at room temperature 1 - 3 h, mix, and purified 1, 2 - b (2, 4 - dimethyl phenyl) sulfide. The invention has simple operation, high yield, the prepared for 1, 2 - b (2, 4 - dimethyl phenyl) sulfide purity is good, is the impurity research provide a high-purity impurity reference substance, improve the safety of the of the [...][...] hydrobromide.

Thieme Chemistry Journals Awardees - Where Are They Now?Molybdenum(V)-Mediated Synthesis of Nonsymmetric Diaryl and Aryl Alkyl Chalcogenides

Oxidative chalcogenation reaction using molybdenum(V) reagents provides fast access to a wide range of nonsymmetric aryl sulfides and selenides. The established protocol is tolerated by a variety of labile functions, protecting groups, and aromatic heterocycles. In particular, when labile moieties are present, the use of molybdenum(V) reagents provides superior yields compared to other oxidants.

DCDMH-promoted synthesis of thiophosphates by coupling of H-phosphonates with thiols

DCDMH-mediated phosphorylation of versatile thiols with H-phosphonates for the preparation of synthetically and biologically important thiophosphates was demonstrated. Without metal catalysts and other additives, phosphorylation occurred to give the desired products with good to excellent yields within 10 min at ambient temperature in the air.

Preparation of difluoromethylthioethers through difluoromethylation of disulfides using TMS-CF2H

We report an operationally simple, metal-free approach for the late-stage introduction of the important lipophilic hydrogen-bond donor motif, SCF2H. This reaction converts diaryl- and dialkyl-disulfides into the corresponding aryl/alkyl-SCF2H through the nucleophilic transfer of a difluoromethyl group with good functional group tolerance. This method is notable for its use of commercially available TMSCF2H, and does not rely on the need for handling of sensitive metal complexes.

Synthesis of β-Hydroxysulfides from Thiophenols and Disulfides with tert-Butyl Hydroperoxide as the Oxidant and Reactant

In this Communication, we developed a new procedure for the synthesis of β-hydroxysulfides from thiophenols or diaryl disulfides with TBHP as the oxidant. In the presence of zinc iodide or potassium iodide, with TBHP as the oxidant and pre-reactant, thiophenols and diaryl disulfides reacted with the methyl group of tBuOH smoothly and selectivity to give the corresponding 2-methyl-1-(arylthio)propan-2-ols as the terminal products in moderate to good yields.

Oxidative dehydrogenation of thiols to disulfides at room temperature using silica supported iron oxide as an efficient solid catalyst

Selective transformation of thiols to disulfides by means of oxidative dehydrogenation has been described using silica supported iron oxide under base- and solvent-free reaction conditions at room temperature in an open atmosphere. The easiness of catalyst preparation, green reaction conditions, easy separation of the formed products and catalyst from the reaction mixture, and recyclability of the catalyst, are the most attractive facets of our synthetic procedure which, being ecofriendly, will find immense applications in academic and industrial sectors.