13001-28-0

Basic information

• Product Name: 1-Chloro-4-(2-chloroethoxy)benzene
• Synonyms: 2-(4-CHLOROPHENOXY)ETHYL CHLORIDE;1-CHLORO-4-(2-CHLOROETHOXY)BENZENE;4-(2-Chloroethoxy)-Chloro-Benzene;1-Chloro-4-(chloroethoxy)-benzene;1-Chloro-2-(4-chlorophenoxy)ethane
• CAS NO: 13001-28-0
• Molecular Formula: C₈H₈Cl₂O
• Molecular Weight: 191.05
• EINECS: 235-833-0
• Mol File: 13001-28-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 39 °C
• Boiling Point: 257.8 °C at 760 mmHg
• Flash Point: 106.5 °C
• Appearance: White crystalline power
• Density: 1.246 g/cm³
• Vapor Pressure: 0.023mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-Chloro-4-(2-chloroethoxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro-4-(2-chloroethoxy)benzene(13001-28-0)
• EPA Substance Registry System: 1-Chloro-4-(2-chloroethoxy)benzene(13001-28-0)

Safety Data

• Hazardous Substances Data: 13001-28-0(Hazardous Substances Data)

Usage

General Description

1-Chloro-4-(2-chloroethoxy)benzene is a chemical compound with the molecular formula C8H8Cl2O. It is an aromatic organic compound that consists of a benzene ring with a chlorine atom and an ethoxy group attached at the fourth position. This chemical is commonly used as an intermediate in the production of pharmaceuticals, agrochemicals, and organic synthesis. It is a colorless liquid with a chloroform-like odor and is insoluble in water but soluble in organic solvents. It is important to handle this chemical with care as it is classified as a hazardous substance and may cause irritation to the skin, eyes, and respiratory system upon exposure.

InChI:InChI=1/C8H8Cl2O/c9-5-6-11-8-3-1-7(10)2-4-8/h1-4H,5-6H2

Upstream product

• 1892-43-9 2-(4-chlorophenoxy)ethanol 
• 107-06-2 1,2-dichloro-ethane 
• 1193-00-6 sodium 4-chlorophenolate 
• 106-48-9 4-chloro-phenol 
• 96-49-1 [1,3]-dioxolan-2-one 
• 75-44-5 phosgene 
• 107-04-0 1-Bromo-2-chloroethane 

Downstream Products

• 108475-04-3 1-(4-chloro-phenoxy)-2-(2,4,6-trichloro-phenoxy)-ethane 
• 10414-88-7 [2-(4-Chloro-phenoxy)-ethyl]-[2-(3,4-dimethoxy-phenyl)-ethyl]-amine 
• 874529-83-6 2-[5-chloro-2-(2-chloro-ethoxy)-benzyloxy]-ethanol 
• 76541-62-3 Diethyl 2(p-chlorophenoxy)-ethylphosphonate 
• 64009-32-1 4-(4-Chloro-phenoxy)-2-(2,4-dichloro-phenyl)-butyric acid methyl ester 
• 64009-54-7 2-(2,4-Dichlorphenyl)-4-(4-chlorphenoxy)-butanol 
• 112886-30-3 4-Amino-5-chloro-N-{4-[2-(4-chloro-phenoxy)-ethyl]-morpholin-2-ylmethyl}-2-ethoxy-benzamide 
• 141814-90-6 4-Amino-5-chloro-N-{4-[2-(4-chloro-phenoxy)-ethyl]-morpholin-2-ylmethyl}-2-methoxy-benzamide 
• 141815-36-3 C-{4-[2-(4-Chloro-phenoxy)-ethyl]-morpholin-2-yl}-methylamine 
• 1074-56-2 p-chlorophenyl vinyl ether 
• 100129-48-4 dimethyl-dithiocarbamic acid-[2-(4-chloro-phenoxy)-ethyl ester] 
• 112442-09-8 1-[2-(4-chloro-phenoxy)-ethyl]-4-phenyl-piperidine-4-carboxylic acid ethyl ester 
• 873394-31-1 (2-chloro-ethyl)-(4-chloro-2-chloromethyl-phenyl)-ether 

Relevant articles and documents

Aryl ethers of 4-[(2-hydroxyethyl)sulfanyl]pyrimidine derivatives: Pathways of synthesis and fungicidal activity of their salt forms

2-Amino-4-[(2-aryloxyethyl)sulfanyl]-6-methylpyrimidines were obtained by S-alkylation of 2-amino-6-methylpyrimidin-4(3H)-thione with 2-aryloxyethyl chlorides. Since 2-amino-4-[(2-chloroethyl)sulfanyl]-6-methylpyrimidine is prone to in situ intramolecular cyclization it cannot be used in Claisen reaction. The bromination of the target compounds provided 5-bromo derivatives; some of their hydrochlorides exhibited fungicidal activity.

Therapeutic agents

Compounds of formula I STR1 and pharmaceutically acceptable salts thereof in which R1, R2 and R3 independently represent hydrogen, hydroxy, halo, alkyl or alkoxy; ALK1 represents a C2-6 alkylene chain optionally substituted by one or more C1-2 alkyl groups; Y represents a piperidine ring which is attached through nitrogen to ALK1 ; R4 represents hydrogen or a C1-4 alkyl group; the broken line in --- represents a bond, or is absent and the free valency on Y is taken up by hydrogen and the free valency on CR4 is taken up by hydrogen or a C1-4 alkyl group; ALK2 is absent or represents a C1-4 alkylene chain optionally substituted by one or more C1-2 alkyl groups; and R5 and R6 independently represent hydrogen, alkyl, phenyl, alkyl (optionally substituted) or R5 and R6 together with the nitrogen atom to which they are attached represent a saturated 3-7 membered heterocyclic ring (with a proviso); are disclosed which are antiinflammatory, antiallergic and immunomodulatory agents. Compositions containing these compounds and processes to prepare these compounds are also disclosed.

Process for the preparation of 2-(2-chloroethoxy)-benzenesulfonamide

In accordance with a novel process, 2-(2-chloroethoxy)-benzenesulfonamide of formula I STR1 is prepared by etherification of 4-chlorophenol of formula II STR2 with ethylene carbonate and chlorination of the resulting 4-(2-hydroxyethoxy)-chlorobenzene of formula III STR3 with phosgene or thionyl chloride to give 4-(2-chloroethoxy)-chlorobenzene of formula IV STR4 which is converted with chlorosulfonic acid ClSO3 H and sodium hydroxide to the sulfonic acid sodium salt of formula V STR5 which is hydrogenated to the compound of formula VI STR6 which is subsequently reacted with phosgene to the sulfonic acid chloride of formula VII STR7 which is reacted with amonia to the sulfonamide of formula I.