1-Chloro-2-(chloromethoxy)ethane

Base Information

• Chemical Name: 1-Chloro-2-(chloromethoxy)ethane
• CAS No.: 1462-33-5
• Molecular Formula: C3H6Cl2O
• Molecular Weight: 128.986
• European Community (EC) Number: 679-650-8
• DSSTox Substance ID: DTXSID70437809
• Nikkaji Number: J323.943H
• Wikidata: Q72453127
• Mol file: 1462-33-5.mol

Synonyms:1-chloro-2-(chloromethoxy)ethane;1462-33-5;2-Chloroethyl Chloromethyl Ether;2-Chloromethoxyethylchloride;(2-chloroethoxy)methyl chloride;Ethane, 1-chloro-2-(chloromethoxy)-;2-Chloroethylchloromethylether;chloroethylchloromethylether;1-chloro-2-chloromethoxyethane;2-chloromethoxyethyl chloride;chloroethyl chloromethyl ether;SCHEMBL1169775;2-(Chloromethoxy)ethyl Chloride;chloromethyl 2-chloroethyl ether;DTXSID70437809;LUTWEKBTDWRTSE-UHFFFAOYSA-N;AMY38249;MFCD00191406;1-chloranyl-2-(chloromethyloxy)ethane;AKOS006222122;AS-31122;FT-0655541;EN300-91299;A808472

Chemical Property of 1-Chloro-2-(chloromethoxy)ethane

Chemical Property:

• Refractive Index: 1.4570-1.4600
• Boiling Point: 153.499 °C at 760 mmHg
• Flash Point: 74.025 °C
• PSA: 9.23000
• Density: 1.203 g/cm³
• LogP: 1.43810
• Storage Temp.: 0-10°C
• Solubility.: Chloroform
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 127.9795702
• Heavy Atom Count: 6
• Complexity: 24.8

Purity/Quality:

98% ^*data from raw suppliers

(2-Chloroethoxy)methylChloride ^*data from reagent suppliers

Safty Information:

• Statements: 10-23/24/25-34
• Safety Statements: 16-26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)OCCl
• Uses: (2-Chloroethoxy)methyl Chloride (cas# 1462-33-5) is a compound useful in organic synthesis.

Technology Process of 1-Chloro-2-(chloromethoxy)ethane

There total 3 articles about 1-Chloro-2-(chloromethoxy)ethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

1,3,5-Trioxan (110-88-3) + 2-chloro-ethanol (107-07-3) → bis(2-chloroethoxy)methane (111-91-1) + 2-chloroethyl chloromethyl ether (1462-33-5)

Guidance literature:

With hydrogenchloride; In dichloromethane; at 5 ℃; for 10h;

DOI:10.1002/jhet.5570370527

Reference yield:

1,3-DIOXOLANE (646-06-0) → bis(2-chloromethyl)ether (542-88-1) + 2-chloroethyl chloromethyl ether (1462-33-5) + 3-oxa-1,5-dichloropentane (111-44-4)

Guidance literature:

1,3-DIOXOLANE; With dichloromethane; tungsten(VI) chloride; In Chloroform-D; at 20 ℃; for 192h;

With water; In Chloroform-D; at -20 ℃;

DOI:10.1039/c001377c

Reference yield:

1,3-DIOXOLANE (646-06-0) → bis(2-chloromethyl)ether (542-88-1) + methylene chloride (74-87-3) + 2-chloroethyl chloromethyl ether (1462-33-5) + 2-chloroethyl formate (1487-43-0)

Guidance literature:

1,3-DIOXOLANE; With dichloromethane; molybdenum(V) chloride; In Chloroform-D; at 20 ℃; for 72h;

With water; In Chloroform-D; at -20 ℃;

DOI:10.1039/c001377c

upstream raw materials:

1,3,5-Trioxan

2-chloro-ethanol

1,3-DIOXOLANE

Downstream raw materials:

bis(2-chloroethoxy)methane

1-(2-Chlor-aethoxy)-2-methyl-propanol-(2)

{1-[2-(2-Chloro-ethoxy)-cyclopropyl]-vinyl}-benzene

[2-(2-Chloro-ethoxy)-1-vinyl-cyclopropyl]-benzene

Refernces

Synthesis, antinociceptive activity and opioid receptor profiles of 3-(0ctahydro-1H-pyrano- And -thiopyrano[4,3-c]pyridin-8a-yl)phenols

10.1039/P19890001177

The research aims to synthesize and evaluate a series of novel cis- and trans-3-(octahydro-1H-pyrano[4,3-c]pyridin-8a-yl)phenols and related thiopyrano systems for their antinociceptive activity and opioid receptor profiles. The study employs alkylation and hydrogenation techniques to generate these compounds. 1-methyl-4-(3-methoxyphenyl)-1,2,3,6-tetrahydropyridine (7) serves as the foundational starting material, while 2-chloro-1-(chloromethoxy)ethane acts as a key alkylating agent. Together, they enable the synthesis of the intermediate enamine (8a) and the subsequent formation of the bicyclic enamine (9a), which are essential steps in the construction of the target compounds. The synthesized compounds are then tested in vivo using the mouse acetylcholine-induced abdominal constriction test and the rat urine output model, and in vitro using the guinea-pig ileum and rabbit vas deferens preparations. The results show that certain derivatives, like (13l) and (21c), exhibit high potency and selective K-agonist profiles, indicating their potential as safer analgesics compared to traditional morphine-like drugs. The study concludes that the combination of new in vivo and in vitro test systems effectively distinguishes between μ- and K-agonists, providing valuable insights into the structure-activity relationships of these novel compounds.