16191-84-7

Basic information

• Product Name: 2-CHLOROETHYL 4-CHLOROPHENYL SULFONE
• Synonyms: sulfone,2-chloroethylp-chlorophenyl;2-CHLOROETHYL 4-CHLOROPHENYL SULFONE;1-chloro-4-[(2-chloroethyl)sulphonyl]benzene;2-CHLOROETHYL 4-CHLOROPHENYL SULFONE 95+%;2-Chloroethyl (4-chlorophenyl)sulphone;p-Chlorophenyl-β-chloroethyl sulfone
• CAS NO: 16191-84-7
• Molecular Formula: C₈H₈Cl₂O₂S
• Molecular Weight: 239.12
• EINECS: 240-323-6
• Mol File: 16191-84-7.mol

Chemical Properties

• Melting Point: 96°C
• Boiling Point: 383.8°Cat760mmHg
• Flash Point: 185.9°C
• Appearance: /
• Density: 1.397g/cm³
• Vapor Pressure: 9.48E-06mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-CHLOROETHYL 4-CHLOROPHENYL SULFONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROETHYL 4-CHLOROPHENYL SULFONE(16191-84-7)
• EPA Substance Registry System: 2-CHLOROETHYL 4-CHLOROPHENYL SULFONE(16191-84-7)

Safety Data

• Safety Statements: 22-24/25
• RTECS: WR5350000
• Hazardous Substances Data: 16191-84-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloroethyl 4-chlorophenyl sulfone is used as a building block for the synthesis of various pharmaceuticals, leveraging its reactive chemical structure to create new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloroethyl 4-chlorophenyl sulfone serves as a key component in the development of new agrochemicals, contributing to the creation of innovative products for agricultural use.
Used in Research and Development:
2-Chloroethyl 4-chlorophenyl sulfone is employed as a versatile reagent in research and development laboratories, where its mutagenicity and solubility properties are harnessed to explore and create novel chemical compounds and materials.

InChI:InChI=1/C8H8Cl2O2S/c9-5-6-13(11,12)8-3-1-7(10)2-4-8/h1-4H,5-6H2

Upstream product

• 74-85-1 ethene 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 14366-73-5 2-chloroethyl 4-chlorophenyl sulfide 
• 35847-95-1 2-[(4-chlorophenyl)sulfonyl]ethanol 
• 106-54-7 p-Chlorothiophenol 
• 107-07-3 2-chloro-ethanol 
• 13457-98-2 2-[(4-Chlorophenyl)thio]ethanol 

Downstream Products

• 175137-71-0 C₁₀H₁₁ClO₄S₂ 
• 16191-96-1 N-<2-(4-Chlor-phenylsulfonyl)-aethyl>-tert-butylamin 
• 5535-51-3 p-chlorophenyl vinyl sulfone 
• 14223-22-4 3-(4-chlorphenylsulfonyl)propionitril 

Relevant articles and documents

Discovering potassium channel blockers from synthetic compound database by using structure-based virtual screening in conjunction with electrophysiological assay

Potassium ion (K+) channels are attractive targets for drug discovery because of the essential roles played in biological systems. However, high-throughput screening (HTS) cannot be used to screen K+ channel blockers. To overcome this disadvantage of HTS, we have developed a virtual screening approach for discovering novel blockers of K+ channels. On the basis of a three-dimensional model of the eukaryotic K+ channels, molecular docking-based virtual screening was employed to search the chemical database MDL Available Chemicals Directory (ACD). Compounds were ranked according to their relative binding energy, favorable shape complementarity, and potential to form hydrogen bonds with the outer mouth of the K+ channel model. Twenty candidate compounds selected from the virtual screening were examined using the whole-cell voltage-clamp recording in rat dissociated hippocampal neurons. Among them, six compounds (5, 6, 8, 18-20) potently blocked both the delayed rectifier (IK) and fast transient K+ currents (IA). When applied externally, these six compounds preferentially blocked IK with potencies 2- to 500-fold higher than that of tetraethylammonium chloride. Intracellular application of the six compounds had no effect on both K+ currents. In addition, the interaction models and binding free energy calculations demonstrated that hydrophobic interaction and solvent effects play important roles in the inhibitory activities of these compounds. The results demonstrated that structure-based computer screening strategy could be used to identify novel, structurally diverse compounds targeting the pore binding pocket of the outer mouth of voltage-gated K+ channels. This study provides an alternative way of finding new blockers of voltage-gated K+ channels, while the techniques for high-throughput screening of K+ channel drugs remain in development.

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.

Pyrrolidine derivatives for the treatment of cholecystokinine and gastrine-related disorders

Compounds of formula (I), in which R, R1, R2, R3, R4, R5, R6, and R7 are as defined in the specification. The invention also concerns the salts of said compounds, the preparation thereof and the drugs containing same.

MODERN FRIEDEL-CRAFTS CHEMISTRY. XI. CYCLIZATION OF ARYL HALOALKYL SULFONES, ARYLSULFONYLACYL CHLORIDES AND THEIR CORRESPONDING SULFIDES

The sulfone group deactivation for cyclialkylation and cycliacylation reactions in the presence of Friedel-Crafts catalysts was demonstrated in a number of aryl chloroalkylsulfones (1-8) and arylsulfonylacyl chlorides (17a-22a), respectively.As expected, the corresponding arylchloroalkyl sulfides (9-16) and arylmercaptoacyl chlorides (13a-28a) underwent ring-closure reaction in most cases under the same conditions.The ease of cyclization was governed by the ring size, the stability of the attacking carbocation and the nucleophilicity of the aryl moiety.Also, the behaviour of benzyl sulfones (29, 31a, and 32a) and sulfides (33, 34a and 36a) was inconsistent.Noteworthy, the Friedel-Crafts cyclization reaction is thus considered an accessible method for the synthesis of compounds 37-41 and 45, 51.