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

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

Uses

Used in Pharmaceutical Industry:
1-Chloro-4-(2-chloroethoxy)benzene is used as an intermediate in the production of various pharmaceuticals for its ability to facilitate the synthesis of complex organic molecules.
Used in Agrochemical Industry:
In the agrochemical sector, 1-Chloro-4-(2-chloroethoxy)benzene is utilized as an intermediate in the synthesis of pesticides and other agrochemicals, contributing to the development of effective crop protection agents.
Used in Organic Synthesis:
1-Chloro-4-(2-chloroethoxy)benzene is employed as a versatile intermediate in organic synthesis, enabling the creation of a wide range of organic compounds for various applications, including specialty chemicals and materials.

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

Upstream product

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

Downstream Products

• 100129-48-4 dimethyl-dithiocarbamic acid-[2-(4-chloro-phenoxy)-ethyl ester] 
• 874529-83-6 2-[5-chloro-2-(2-chloro-ethoxy)-benzyloxy]-ethanol 
• 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 
• 10414-88-7 [2-(4-Chloro-phenoxy)-ethyl]-[2-(3,4-dimethoxy-phenyl)-ethyl]-amine 
• 1074-56-2 p-chlorophenyl vinyl ether 
• 108475-04-3 1-(4-chloro-phenoxy)-2-(2,4,6-trichloro-phenoxy)-ethane 
• 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 
• 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 

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.

A Fast and Parallel Route to Cyclic Isothioureas and Guanidines with Use of Microwave-Assisted Chemistry

A fast and simple approach to novel cyclic isothioureas and related guanidine derivatives is presented in this study. The construction of the central basic scaffolds is achieved solely by the application of microwave-assisted chemistry, without any need of activating agents or protecting group manipulations. The product formation of various substituted guanidines from the corresponding isothiouronium salts was controlled by the nucleophilicity of the counterion and influenced by the reaction temperature. Further, a new fast-track access to tetrahydropyrimidin-2-ylamines was developed.

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.

Structure-activity studies of 3-benzoylpropionic acid derivatives suppressing adjuvant arthritis

3-Benzoylpropionic acid derivatives possess an immunomodulative activity and suppress adjuvant arthritis. To understand how substituents affect the biological activity, the quantitative structure-activity relationships of 30 compounds were analyzed by the adaptive least-squares method. For the suppressing activity in rats, the electronic effects and the structural feature of the substituent on benzene ring were suggested to be important. To reinforce and confirm the correlation, 4 additional compounds of phenoxybutyric acid derivatives were synthesized and tested with the rat adjuvant-induced arthritis. These compounds were found to have potent suppressing activity.

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.

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

In accordance with a novel process, 2-(2-chloroethoxy)-benzene-sulfonamide of formula I STR1 is prepared by etherification of 4-chlorophenol of formula II STR2 with ethylene carbonate and chlorination of the resulting 2-(2-hydroxyethoxy)-chlorobenzene of formula III STR3 with phosgene to give 2-(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 ammonia to the sulfonamide of formula I.