106-54-7

Usage

Uses

Used in Chemical Industry:
4-Chlorothiophenol is used as a chemical intermediate for the synthesis of various compounds, including poly(vinyl chloride) with halogen groups. It plays a crucial role in modifying poly(vinyl chloride) to enhance its properties and performance.
Used in Oil Industry:
In the oil industry, 4-Chlorothiophenol is utilized as an additive to improve the efficiency and performance of oil products. Its addition can lead to better lubrication, reduced wear, and increased stability of the oil.
Used in Agricultural Chemicals:
4-Chlorothiophenol is employed in the agricultural sector as a component in the formulation of various chemicals, such as pesticides and herbicides. Its incorporation can enhance the effectiveness of these chemicals in controlling pests and promoting crop growth.
Used in Plastics Industry:
As a plasticizer, 4-Chlorothiophenol is used to increase the flexibility, workability, and durability of plastics. It helps in reducing the brittleness and improving the overall performance of plastic materials.
Used in Rubber Industry:
In the rubber industry, 4-Chlorothiophenol is used as a rubber chemical to enhance the properties of rubber products. It can improve the elasticity, strength, and resistance to wear and tear of rubber materials.
Used in Dyes Industry:
4-Chlorothiophenol is utilized in the dyes industry as a component in the production of various types of dyes. Its presence can contribute to the color intensity, stability, and fastness of the dyes.
Used in Wetting Agents:
As a wetting agent, 4-Chlorothiophenol is used to reduce the surface tension of liquids, allowing them to spread more easily and wet surfaces more effectively. This property makes it useful in various applications, such as cleaning and coating processes.
Used in Stabilizers:
4-Chlorothiophenol is also used as a stabilizer in various industrial applications. It helps in preventing the degradation of materials, such as plastics and rubber, by inhibiting the effects of heat, light, and oxygen. This extends the lifespan and maintains the quality of the products.

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 4455, 1962 DOI: 10.1021/jo01059a081Synthetic Communications, 18, p. 575, 1988 DOI: 10.1080/00397918808064014

Hazard

Toxic by ingestion.

Purification Methods

Recrystallise the thiophenol from aqueous EtOH. The SMe ether has m 129o and the SEt ether has m 64o. [D'Sousa et al. J Org Chem 52 1720 1987, Beilstein 6 H 326, 6 I 149, 6 III 1034.]

InChI:InChI=1/C6H5ClS/c7-5-1-3-6(8)4-2-5/h1-4,8H/p-1

Upstream product

• 20114-14-1 (4-chloro-phenyl)-(2,4-dinitro-phenyl)-sulfide 
• 15151-78-7 ethyl S-(4-chlorophenyl) thiolcarbonate 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 123-75-1 pyrrolidine 
• 110-89-4 piperidine 
• 110-91-8 morpholine 
• 110-85-0 piperazine 
• 103-76-4 1-(2-hydroxyethyl)piperazine 
• 110-81-6 Diethyl disulfide 
• 106-46-7 para-dichlorobenzene 
• 7755-92-2 piperazine-1-carbaldehyde 
• 2127-03-9 2,2'-dipyridyldisulphide 
• 98-66-8 4-chloro-benzenesulfonic acid 

Downstream Products

• 36155-35-8 2-[(4-chlorophenyl)sulfanyl]ethanamine 
• 6631-77-2 <4-Chlor-phenyl>-piperidinomethyl-sulfid 
• 93483-85-3 (4-chloro-phenylsulfanyl)-succinic acid 
• 6310-30-1 S-(4-chlorophenyl) furan-2-carbothioate 
• 54406-10-9 5-(4-chloro-phenylsulfanyl)-4-methyl-thiazol-2-ylamine 
• 132649-29-7 2-[(4-chloro-phenylsulfanyl)-methyl]-quinoline 
• 25935-61-9 2-[(4′-chlorophenyl)thio]-5-nitropyridine 
• 14483-78-4 1H-benzimidazol-2-ylmethyl 4-chlorophenyl sulfide 
• 77012-86-3 5-(4-chloro-phenylsulfanyl)-2-nitro-pyridine 
• 32570-48-2 2-(4-chloro-phenylsulfanyl)-5-nitro-furan 
• 26820-31-5 3-nitro-2-((4-chlorophenyl)thio)pyridine 
• 857763-49-6 2-(4-chloro-phenylsulfanyl)-3H-quinazolin-4-one 
• 100124-64-9 4-(4-chloro-phenylsulfanyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine 
• 107701-35-9 O-ethyl S-(4-chlorophenyl) thiocarbonate 

Relevant academic research and scientific papers

Oxidative Cyclization of 4-(2-Mercaptophenyl)-Substituted 4H-1,2,4-Triazolium Species to Tricyclic Benzothiazolium Salts

Herein we report a generally applicable method for the preparation of N-substituted benzo[4,5]thiazolo[2,3-c][1,2,4]triazol-1-ium salts from air stable precursors. This transformation features selective deprotection of a para-methoxybenzyl protected thiol followed by C?H functionalization of the linked 1,2,4-triazolium salts under oxidative conditions. Using this procedure, we synthesized a variety of tricyclic thiazolium salts which contain both electron-withdrawing and electron-donating aromatic substituents as well as aliphatic substituents. Our approach also tolerates many functional groups including alkynes, alcohols, diols, amides, and polyethers.

High-performance sono/nano-catalytic system: Fe3O4?Pd/CaCO3-DTT core/shell nanostructures, a suitable alternative for traditional reducing agents for antibodies

Herein, a novel heterogeneous nanoscale reducing agent for antibody cleavage, made of iron oxide nanoparticles, silica network, palladium on calcium carbonate (10%), and dithiothreitol (Fe3O4?Pd/CaCO3-DTT), is presented as a substantial alternative for traditional homogeneous analogues. Conventionally, antibody fragmentation is accomplished using reducing agents and proteases that digest or cleave certain portions of the immunoglobulin protein structure to provide active thiol sites for drug tagging aims. Then, dialysis process is needed to separate excess chemical structures and purify the reduced antibody. In this work, we have made an effort to design a suitable heterogeneous tool for protein cleavage and skip the dialysis process for purification of the reduced antibody. In this regard, firstly, various preparation methods including microwave irradiation, reflux and ultrasonication have been precisely compared, and it has been proven that the best result is obtained through 10 min ultrasound (US) irradiation using an US bath with 50 KHz frequency and 200 W L?1 power density. Then, all the necessary structural analyses have been done and thoroughly interpreted for the final product. Afterward, the catalytic performance of Fe3O4?Pd/CaCO3-DTT nanoscale system in the presence of US waves (50 KHz, 200 W) has been monitored using some disulphide derivatives. The NPs could be conveniently separated from the mixture through their substantial paramagnetic property. Thus, dialysis process in which various types of membranes are used is practically jumped after the reduction process. In this work, this is clearly demonstrated that there is a constructive synergistic effect between US waves and prepared Fe3O4?Pd/CaCO3-DTT nanoscale reducing agent. Ultimately, trastuzumab (anti HER-2) antibody has been used to test the performance of the prepared Fe3O4?Pd/CaCO3-DTT NPs in a real protein reduction reaction.

Novel synthesis method of chlorolucanthone

The invention discloses a novel synthesis method of chlorolucanthone, and belongs to the technical field of chemical engineering. The method comprises the following steps: firstly, adding a sodium hydrosulfide solution into a hydrogen sulfide generator, then dropwise adding an acid into the hydrogen sulfide generator, and guiding generated gas into a preheated pipeline reactor; pumping preheated p-dichlorobenzene into the pipeline reactor, reacting the p-dichlorobenzene with hydrogen sulfide gas, cooling a reaction product to obtain liquid and gas, and rectifying and purifying the liquid to obtain mercaptochlorobenzene; secondly, adding a reaction solvent and an alkali into a flask, stirring, adding mercaptochlorobenzene and o-chlorobenzoic acid, carrying out a reflux reaction, and carrying out aftertreatment after the reaction is finished so as to obtain an intermediate 2-carboxyl-4'-chlorodiphenyl sulfide; and finally, adding 2-carboxyl-4'-chlorodiphenyl sulfide into concentrated sulfuric acid, carrying out an intramolecular cyclization dehydration reaction, and purifying after the reaction is ended so as to obtain the target product. The method disclosed by the invention is simple and convenient to operate, mild in reaction condition, clean and environment-friendly, and high in product yield and purity.

Novel synthesis method for thiophenol derivative

The invention discloses a novel synthesis method for a thiophenol derivative, and belongs to the technical field of synthesis. The method comprises the steps that a diphenyl sulfide derivative of thegeneral formula II and hydrogen sulfate are adopted as raw materials, a tubular reactor is used as a reactor, and an equimolar quantitative reaction is performed under the normal pressure and the temperature of 330-350 DEG C to synthesize the thiophenol derivative of the general formula I. By adopting the method, the raw material utilization rate can reach 100%, no solvent or catalyst needs to beadopted in the reaction, the reaction temperature is low, and the product yield and purity are high.

Preparation method of 4-chlorothiophenol

The invention relates to a simple preparation method of 4-chlorothiophenol. 4-chlorobenzenesulfonyl chloride is prepared from sodium 4-chlorobenzenesulfonate and thionyl chloride as raw materials andtoluene as a solvent through a reaction at 50-70 DEG C for 3-5 h under the action of a phase transfer catalyst and reduced by iron powder at the temperature of 40-60 DEG C under an acidic condition, and 4-chlorothiophenol is obtained. The method has the characteristics of being low in cost, simple and convenient to operate and suitable for industrial production.

Preparation method for synthesizing thiophenol compound based on sodium sulfide nonahydrate

The invention provides a preparation method for synthesizing a thiophenol compound based on sodium sulfide nonahydrate. In an inert gas protective atmosphere, substituted iodobenzene and a sulfhydrylation reagent are added into an aprotic polar solvent, then a copper salt catalyst and a ligand compound are orderly added into the solution, the mixed solution undergoes a reaction at a temperature of 90 to 120 DEG C for 12-24h, and the reaction solution is cooled to the room temperature and is acidized so that the product is obtained. The preparation method has the advantages of simple reaction conditions, good compatibility of functional groups, high yield and small environmental pollution. Thiophenol is an important intermediate for pharmaceutical chemical synthesis and has a very wide application range in fields of chemical raw materials, pesticides and medicines. The preparation method has a great use value and good social and economic benefits.

Copper-Catalyzed Direct Synthesis of Aryl Thiols from Aryl Iodides Using Sodium Sulfide Aided by Catalytic 1,2-Ethanedithiol

A copper-catalyzed direct and effective synthesis of aryl thiols from aryl iodides using readily available Na 2 S·9H 2 O and 1,2-ethanedithiol was described. A variety of aryl thiols were readily obtained in yields of 76-99%. In this protocol, Na 2 S·9H 2 O was used as ultimate sulfur source, and 1,2-ethanedithiol functioned as an indispensable catalytic reagent.

The aromatic thiol compound (by machine translation)

[A] at a high rate, and, high purity aromatic thiol compound method. [Solution] the presence of metal sulfide, with a compound represented by formula (1), by a vapor phase reaction of hydrogen sulfide, (2) an aromatic thiol compound represented by the formula manufacturing method. (R are each independently, C1 a-4 alkyl group, a hydroxyl group, amino group, cyano group, nitro group, C1 a-2 alkoxy group or a halogen atom; n is an integer of 0 - 5; X is a halogen atom)[Drawing] no (by machine translation)

The Chan-Lam reaction of chalcogen elements leading to aryl chalcogenides

A copper-catalyzed chalcogenation of arylboronic acids with elemental sulfur or selenium is established, which provides diaryl disulfides or diaryl monoselenides in moderate to good yields with excellent selectivities, respectively. Moreover, after sequential reduction and coupling with aryl/alkyl iodides in one pot, unsymmetrical monosulfides were obtained in good yields.

Novel one-pot synthesis of thiophenols from related triazenes under mild conditions

In this work, at first, triazenes were synthesized from primary aryl amines. Afterwards, triazenes were converted into the corresponding thiophenols in one-pot using sodium sulfide in acidic media, by in situ generation of diazonium counterion beside hydrogen sulfide as anionic sulfur nucleophile at room temperature. The procedure can be a convenient shortcut for the preparation of thiophenols from primary aryl amines. Georg Thieme Verlag Stuttgart · New York.