14366-73-5

Usage

Uses

Used in Pharmaceutical Industry:
1-chloro-4-[(2-chloroethyl)thio]benzene is used as an intermediate in the production of pharmaceuticals for its ability to be incorporated into various drug molecules, contributing to their therapeutic properties.
Used in Dye Industry:
1-chloro-4-[(2-chloroethyl)thio]benzene is used as an intermediate in the production of dyes due to its chemical structure that can be utilized to create a range of colorants for various applications.
Used in Agrochemical Industry:
1-chloro-4-[(2-chloroethyl)thio]benzene is used as an intermediate in the production of agrochemicals, where it may be involved in the synthesis of compounds that help protect crops from pests and diseases.
Used as a Solvent in Chemical Reactions:
1-chloro-4-[(2-chloroethyl)thio]benzene is used as a solvent in chemical reactions, providing a medium for reactions to occur, and potentially influencing the reaction rate or product distribution.
Used as a Reagent in Organic Synthesis:
1-chloro-4-[(2-chloroethyl)thio]benzene is used as a reagent in organic synthesis, participating in chemical reactions to form desired products, often due to its specific functional groups.
Safety Precautions:
1-chloro-4-[(2-chloroethyl)thio]benzene is flammable and may cause skin and eye irritation upon contact. It is important to handle this chemical with care and follow proper safety precautions when working with it to minimize risks of accidents or exposure.

InChI:InChI=1/C8H8Cl2S/c9-5-6-11-8-3-1-7(10)2-4-8/h1-4H,5-6H2

Upstream product

• 74-85-1 ethene 
• 933-01-7 4-chloro-benzenesulfenyl chloride 
• 30718-19-5 (4-chlorophenylthio)trimethylsilane 
• 107-04-0 1-Bromo-2-chloroethane 
• 106-54-7 p-Chlorothiophenol 
• 637-87-6 1-Chloro-4-iodobenzene 
• 928-57-4 2-chloroethyl thiocyanate 
• 13457-98-2 2-[(4-Chlorophenyl)thio]ethanol 

Downstream Products

• 101427-60-5 dibutyl-[2-(4-chloro-phenylsulfanyl)-ethyl]-amine 
• 14214-33-6 2-(N-diethylaminoethyl)-4-chlorophenylthioether 
• 16411-16-8 p-chlorophenyl vinyl sulfide 
• 5120-72-9 p-chlorophenyl ethyl sulfide 
• 16191-84-7 2-chloro-1-[(4-chlorophenyl)sulfonyl]ethane 
• 5409-87-0 1,2-bis((4-chlorophenyl)thio)ethane 
• 74-85-1 ethene 
• 106-54-7 p-Chlorothiophenol 
• 108555-75-5 4-amino-1-(p-chlorophenylthioethyl)-5-cyanoimidazole 
• 108575-35-5 5-amino-1-<2-(p-chlorophenyl)thioethyl>imidazole-4-carbonitrile 
• 175137-71-0 C₁₀H₁₁ClO₄S₂ 
• 108575-50-4 7-(p-chlorofenyl)thioethyl-6-methylamino-2-methyldithiocarbamylpurine 
• 108575-51-5 7-(p-chlorophenyl)thioethyl-6-methylamino-2-thioxopurine 
• 19366-35-9 S-β-(p-Chlorphenyl-mercapto)-aethyl-thioglykolsaeure 

Relevant academic research and scientific papers

Synthesis of a new class of arylsulfonylethylsulfonylmethyloxazolines and thiazolines

A new class of arylsulfonylethylsulfonylmethyl oxazolines and thiazolines were prepared using multistep, one-pot methodologies exploiting lanthanide alkoxides and under microwave irradiation. The microwave method provides an excellent approach in a single step with high yields.

Hexanuclear [Ni6L12] metallacrown framework consisting of NiS4 square-planar and NiS5 square-pyramidal building blocks

The hexanuclear [Ni6L12] (2) wheel-type cluster adopts an unusual structural motif whereby four NiS4 square-planar and two NiS5 square-pyramidal units are conjoined by edge sh? the NiS5 units resemble the Ni centre of the inactive state in the [NiFe] hydrogenase. The Royal Society of Chemistry 2007.

FUSED PYRIMIDINONE MATRIX METALLOPROTEINASE INHIBITORS

Selective MMP-13 inhibitors are fused pyrimidinones of the formula or a pharmaceutically acceptable salt thereof, wherein: W, together with the carbon atoms to which it is attached, form a 5-membered ring diradical X is O, S, SO, SO2, NR5, or CH 2; B is O or NR5; or A and B are taken together to form--C≡C--; R1, R4, and R 5 are hydrogen, alkyl, alkenyl, alkynyl, (CH2)n aryl, (CH2)n cycloalkyl, C1-C6 alkanoyl, or (CH2)n heteroaryl; R2 and R3 are hydrogen, alkyl, alkenyl, alkynyl CN, NO2, NR 4R5, (CH2)n cycloalkyl, (CH2) n aryl, or (CH2)n heteroaryl; R2 may further be halo; n is an integer of from 0 to 5; and R4 and R5 when taken together with a nitrogen to which they are both attached complete a 3-to 8-membered ring containing carbon atoms and optionally containing O, S, or N, and substituted or unsubstituted; with the proviso that R1 and R3 are not both selected from hydrogen and C1-C6 alkyl.

Convenient criterion for the distinction between electrophilic and electron transfer reactions of electron-rich alkenes

Both experimental and theoretical studies confirm that the formation of aryl vinyl ether and aryl vinyl sulfide cation radicals from the corresponding neutral substrates correlates with the Brown σ+ parameters as opposed to Hammett σ values. Peak oxidation potentials for both classes of substrates correlate preferentially with σ+, as do gas-phase ionization energies calculated by both semi-empirical and ab initio methods. In contrast, the protonation energies of the same substrates, which relate to carbocation formation, correlate preferentially with σ values, as do rates of protonation and other electrophilic additions. These observations permit a sharp distinction between electrophilic and electron transfer reactions of these two common classes of electron-rich substrates. Using this criterion, the cycloadditions of tetracyanoethylene to these substrates are found to proceed via an electrophilic mechanism, rather than by a previously proposed electron transfer mechanism.

MODERN FRIEDEL-CRAFTS CHEMISTRY. XIV. ON THE CYCLIZATION OF SELECTED ARYL HYDROXYALKYL SULFIDES

The feasibility of cycloalkylation reactions in the presence of Friedel-Crafts catalysts was demonstrated in a nimber of aryl hydroxyalkyl sulfides (1-5), and benzyl hydroxyalkyl sulfides (6-7).Treatment of compounds (1-7) with Friedel-Crafts catalysts gave diaryl disulfides, diaryl sulfides, arene thiols, chlorohydrins, aryl chloroalkyl sulfides, aryl alkenyl sulfides and cyclization products.It is noteworthy to mention that cyclization products were isolated only in cases where the hydroxyl group is linked to a tertiary carbon atom as in compounds 3 and 7.A suitable reaction pathway is suggested to rationalize the formation of the various reaction products.

Preparation of thioethers

A novel process for the preparation of thioethers comprising reacting a silylated thiol of the formula wherein R is an organic group and R1, R2 and R3 are individually selected from the group consisting of alkyl of 1 to 4 carbon atoms with an organic halide, sulfate or sulfonate in the presence of hexamethylphosphoric triamide as a solvent or co-solvent preferably under neutral conditions in aprotic solvents at a temperature between 0° and 150° C.