16712-69-9

Basic information

• Product Name: 4-Ethylbenzene-1-sulfonyl chloride
• Synonyms: 4-ETHYLBENZENESULPHONYL CHLORIDE;4-ETHYLBENZENESULFONYL CHLORIDE;4-ETHYLBENZENE-1-SULFONYL CHLORIDE;P-ETHYLBENZENESULFONYL CHLORIDE;ethylbenzenesulfonylchloride;4-Ethylbenzenesulfonyl;4-Ethylbenzenesulfonic acid chloride;Benzenesulfonyl chloride, 4-ethyl-
• CAS NO: 16712-69-9
• Molecular Formula: C₈H₉ClO₂S
• Molecular Weight: 204.67
• Mol File: 16712-69-9.mol

Chemical Properties

• Melting Point: 8-12°C
• Boiling Point: 134 °C
• Flash Point: 134-136°C/7mm
• Appearance: /
• Density: 1.268
• Vapor Pressure: 0.00721mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Reacts with water. Soluble in ethanol, acetone and toluene.
• Sensitive: Moisture Sensitive
• BRN: 2090130
• CAS DataBase Reference: 4-Ethylbenzene-1-sulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Ethylbenzene-1-sulfonyl chloride(16712-69-9)
• EPA Substance Registry System: 4-Ethylbenzene-1-sulfonyl chloride(16712-69-9)

Safety Data

• Hazard Codes: C,Xi,Xn
• Statements: 29-34-36/37/38-22
• Safety Statements: 26-36/37/39-45-36
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 16712-69-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-Ethylbenzene-1-sulfonyl chloride is used as a key intermediate for the synthesis of various organic compounds. Its reactivity and functional group make it suitable for use in the production of a wide range of chemicals, including pharmaceuticals, agrochemicals, and dyes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Ethylbenzene-1-sulfonyl chloride is used as a building block for the development of new drugs. Its unique chemical structure allows for the creation of novel drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
4-Ethylbenzene-1-sulfonyl chloride is also utilized in the agrochemical industry for the synthesis of various pesticides and other agricultural chemicals. Its role in this industry is to provide a starting material for the development of more effective and environmentally friendly products.
Used in Dyestuff Industry:
In the dyestuff industry, 4-Ethylbenzene-1-sulfonyl chloride is employed as a raw material for the production of various dyes and pigments. Its chemical properties make it an ideal candidate for the creation of new and improved colorants for a range of applications, including textiles, plastics, and printing inks.

InChI:InChI=1/C8H9ClO2S/c1-2-7-3-5-8(6-4-7)12(9,10)11/h3-6H,2H2,1H3

Upstream product

• 100-41-4 ethylbenzene 
• 98-69-1 p-ethylbenzenesulfonic acid 
• 4946-13-8 4-ethylbenzenethiol 
• 127-65-1 chloroamine-T 

Downstream Products

• 58722-30-8 1-(4-ethyl-benzenesulfonyl)-piperidine 
• 777879-15-9 1-(4-ethyl-benzenesulfonyl)-piperazine 
• 100704-87-8 4-ethylbenzenesulfonic acid methyl ester 
• 51327-14-1 N-(4-ethyl-benzenesulfonyl)-N'-butyl-urea 
• 4946-13-8 4-ethylbenzenethiol 
• 138-38-5 4-ethylbenzenesulfonamide 
• 25426-48-6 4-(1-bromo-ethyl)-benzenesulfonyl chloride 
• 80308-98-1 perfluoro-4-ethylcyclohexanesulfonylfluoride 
• 25837-65-4 4-ethyl-N,N-dimethylbenzenesulfonamide 
• 25111-59-5 3-(4-Ethyl-benzolsulfonylamino)-propionsaeure-nitril 
• 66897-39-0 N-Allyl-N-(2,4-dichloro-benzoyl)-4-ethyl-benzenesulfonamide 
• 66897-96-9 N-Allyl-4-ethyl-N-(1-phenyl-ethyl)-benzenesulfonamide 
• 66897-79-8 N-Allyl-4-ethyl-N-(1-methyl-1-phenyl-ethyl)-benzenesulfonamide 
• 93150-47-1 N-(5-cyclohexyl-[1,3,4]oxadiazol-2-yl)-4-ethyl-benzenesulfonamide 

Relevant articles and documents

3-PHENYLSULPHONYL-QUINOLINE DERIVATIVES AS AGENTS FOR TREATING PATHOGENIC BLOOD VESSELS DISORDERS

The disclosure provides compounds, and compositions, including pharmaceutical compositions, kits that include the compounds, and methods of using (or administering) and making the compounds. The disclosure further provides compounds or compositions thereof for use in a method of modulating PLXDC1 (TEM7) and/or PLXDC2 or killing pathogenic blood vessles. The disclosure further provides compounds or compositions thereof for use in a method of treating a disease, disorder, or condition that is mediated, at least in part, by PEDF receptors or by angiogenesis.

Preparation process of ethylbenzenesulfonamide

The invention discloses a preparation process of ethylbenzenesulfonamide. Ethyl benzene and chlorosulfonic acid serve as main raw materials, p-ethylbenzenesulfonyl chloride is prepared under the effect of a catalyst in the appropriate temperature and an appropriate solvent, and the P-ethylbenzenesulfonyl chloride and ammonium hydroxide directly react to generate the high-purity ethylbenzenesulfonamide. According to steps involved in a reaction, operation and separation are easy, the yield is high, the production route is concise, and the preparation process meets the needs of industrial production.

Optically Active 1-Deuterio-1-phenylethane – Preparation and Proof of Enantiopurity

Enantiopure (S)-(1-2H)ethylbenzene was prepared in two steps from optically active (S)-1-phenylethanol via (R)-(1-chloroethyl)benzene (two inversions of configuration). Since the value for the specific rotation [α] is very low for the enantiomers of (1-2H)ethylbenzene, the enantiopurity of the synthetic product could not be determined with certainty by polarimetry. Therefore, bis-sulfonamides were prepared by twofold chlorosulfonation (para and ortho) of (S)-(1-2H)ethylbenzene and subsequent amidation with (R)- and (S)-α-phenethylamine. For both diastereoisomers, the (R,R,S)- and the (S,S,S)-sulfonamides, 92 % de was determined by 1H NMR spectroscopy. Therefore, it could be concluded, that (S)-(1-2H)ethylbenzene had been obtained with 92 % ee.

Aminoxidation of Arenethiols to N-Chloro-N-sulfonyl Sulfinamides

A simple and efficient method to synthesize N-chloro-N-sulfonylsulfinamides by the direct aminoxidation of arenethiols under aqueous and mild conditions is disclosed, geminally installing the oxo and amino groups on the sulfur atom of arenethiols. The products have been primarily developed as sulfinylation reagents to convert Grignard reagents into sulfoxides, and as amination reagents to convert secondary amines into hydrazine derivatives.

Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists

The present invention relates to urotensin II receptor antagonists, CCR-9 antagonists, pharmaceutical compositions containing them and their use.

Structure-activity relationships in platelet-activating factor (PAF). 11-From PAF-antagonism to phospholipase A2 inhibition: Syntheses and structure-activity relationships in 1-arylsulfamido-2-alkylpiperazines

1-Benzoyl-2-alkyl piperazines are strong inhibitors of Group I and II secreted PLA2s. An improvement of their activity was obtained by replacing the amide function by a sulfamide and by introduction of electrodonor substituents on the para position of the benzenesulfonyl moiety. Neither the position on one of the carbon of the piperazine ring nor the absolute configuration of this carbon have an effect on the affinity for one or the other group of PLA2, but the lipophilicity remains for these series an essential parameter. In addition structure-activity relationships allow new hypothesis on interaction of these piperazine derivatives with the catalytic site of PLA2s.

Process for the production of benzenesulfonamides

Process comprises the combination of two steps of interacting a R-benzene, sulfuric acid and phosphorus oxychloride to obtain 4-R-benzenesulfonyl chloride and amidating said sulfonyl chloride to produce 4-R-benzenesulfonamide.

CATALYTIC SULFONYLATION OF PHENOL BY STERICALLY HINDERED SULFONYL CHLORIDES

The sulfonylation of phenol by substituted arenesulfonyl chlorides XArSO2Cl in the presence of triethylamine in benzene was studied by potentiometric titration.A linear relation was obtained between the logaritmhs of the catalytic rate constants and the steric constants Eso of the substituents in the sulfonyl chloride.The contribution from the induction and steric effects of the substituents at position2 to the kinetics of the process was assessed.It was concluded that the steric effect plays a predominant role over the induction and resonance effects.