Chloromethyl ethyl ether

Base Information

• Chemical Name: Chloromethyl ethyl ether
• CAS No.: 3188-13-4
• Molecular Formula: C3H7ClO
• Molecular Weight: 94.541
• Hs Code.: 29091990
• European Community (EC) Number: 221-687-5
• UN Number: 2354
• UNII: 08T7N64Z04
• DSSTox Substance ID: DTXSID7062902
• Nikkaji Number: J75.045J
• Wikidata: Q1075275
• Mol file: 3188-13-4.mol

Synonyms:chloromethyl ethyl ether

Chemical Property of Chloromethyl ethyl ether

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Vapor Pressure: 85.6mmHg at 25°C
• Melting Point: -98oC
• Refractive Index: n20/D 1.404(lit.)
• Boiling Point: 82.999 °C at 760 mmHg
• Flash Point: 19.444 °C
• PSA: 9.23000
• Density: 0.987 g/cm³
• LogP: 1.21920
• Storage Temp.: 0-6°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 94.0185425
• Heavy Atom Count: 5
• Complexity: 16.4
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

99% ^*data from raw suppliers

Chloromethyl Ethyl Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-20/21/22-36-40
• Safety Statements: 16-36/37-9-45-29

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Ethers
• Canonical SMILES: CCOCCl
• Uses: Chloromethyl ethyl ether can be used to prepare:6-Benzyl-1-(ethoxymethyl)-5-iodopyrimidine-2,4(1H,3H)-dione, a key intermediate in the preparation of MKC-442 analog.Acylation catalyst for alcohols named 1,3-bis-[(R)-1-(2-naphthyl)ethyl]imidazoliumchloride by reacting with glyoxal-bis-[(R)-1-(2-naphthyl)ethyl]imine.

Technology Process of Chloromethyl ethyl ether

There total 9 articles about Chloromethyl ethyl ether 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: 78.0%

formaldehyde diethyl acetal (462-95-3) → ethyl chloromethyl ether (3188-13-4)

Guidance literature:

With benzoyl chloride; phosphotungstic acid; at 60 - 65 ℃;

DOI:10.1016/j.tetlet.2005.11.079

Reference yield:

formaldehyde diethyl acetal (462-95-3) → chloroethane (75-00-3) + ethyl chloromethyl ether (3188-13-4)

Guidance literature:

formaldehyde diethyl acetal; With dichloromethane; tungsten(VI) chloride; In Chloroform-D; at 20 ℃; for 288h;

With water; In Chloroform-D;

DOI:10.1039/c001377c

Reference yield:

1-ethoxymethoxy-2,4-dichloro-benzene (829-59-4) + chlorine (7782-50-5) → bis(2,4-dichlorophenoxy)methane (35412-53-4) + 2,4-dichlorophenoxymethyl chloride (13543-09-4) + 2,4-dichlorophenol (120-83-2,40477-79-0) + ethyl chloromethyl ether (3188-13-4)

Guidance literature:

at 200 ℃;

upstream raw materials:

formaldehyd

ethanol

1,3,5-Trioxan

1-ethoxy-1-(ethylthio)methane

Downstream raw materials:

4-ethoxymethoxy-4-phenyl-but-1-ene

2-ethoxy-1-phenylethanol

O-ethoxymethyl-L-tyrosine

1-ethoxy-2-ethoxymethyl-3-phenyl-propan-2-ol

Refernces

• 1、 -. "PROCESS FOR PREPARING AN ALKOXYMETHYL ALKYNYL ETHER COMPOUND HAVING A TERMINAL TRIPLE BOND". Paragraph 0125; 0126. . Retrieved 2021/07/02.
• 2、 Wang, Lei,Tang, Jing,Huber, Andrew D.,Casey, Mary C.,Kirby, Karen A.,Wilson, Daniel J.,Kankanala, Jayakanth,Parniak, Michael A.,Sarafianos, Stefan G.,Wang, Zhengqiang. "6-Biphenylmethyl-3-hydroxypyrimidine-2,4-diones potently and selectively inhibited HIV reverse transcriptase-associated RNase H". supporting information. p. 680 - 691. Retrieved 2018/07/29.