Chloromethyl methyl ether

Base Information

• Chemical Name: Chloromethyl methyl ether
• CAS No.: 107-30-2
• Molecular Formula: C2H5ClO
• Molecular Weight: 80.5141
• European Community (EC) Number: 203-480-1
• ICSC Number: 0238
• NSC Number: 93873,21208
• UN Number: 1239
• UNII: 334G5B96VG
• DSSTox Substance ID: DTXSID6020307
• Nikkaji Number: J4.063K
• Wikipedia: Chloromethyl_methyl_ether
• Wikidata: Q158539
• NCI Thesaurus Code: C44355
• Metabolomics Workbench ID: 44827
• ChEMBL ID: CHEMBL3185256
• Mol file: 107-30-2.mol

Synonyms:chloromethyl methyl ether;chloromethyl methyl methoxychloromethane;methoxychloromethane;methyl chloromethyl ether

Chemical Property of Chloromethyl methyl ether

Chemical Property:

• Appearance/Colour: colorless or light yellow liquid
• Vapor Pressure: 218mmHg at 25°C
• Melting Point: -103 ºC
• Refractive Index: 1.369
• Boiling Point: 59 °C at 760 mmHg
• Flash Point: 15 ºC
• PSA: 9.23000
• Density: 1.06 g/cm³
• LogP: 0.82910
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: decomposes
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 80.0028925
• Heavy Atom Count: 4
• Complexity: 10
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid

Purity/Quality:

95+% ^*data from raw suppliers

ChloromethylMethylEther,>90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, T
• Hazard Codes: F:Flammable;;
• Statements: R45:; R11:; R20/21/22:
• Safety Statements: S53:; S45:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Ethers
• Canonical SMILES: COCCl
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Inhalation may cause lung oedema, but only after initial corrosive effects on eyes and/or airways have become manifest. Medical observation is indicated.
• Effects of Long Term Exposure: This substance is carcinogenic to humans. Repeated or prolonged inhalation may cause effects on the lungs.
• Uses: In synthesis of chloromethylated compounds, plastics and ion-exchange resins. Chloromethyl methyl ether (CMME) is usedas a methylating agent in the synthesis ofchloromethylated compounds. Chemical intermediate; preparation of ion-exchange resins

Technology Process of Chloromethyl methyl ether

There total 36 articles about Chloromethyl methyl 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: 98.0%

Dimethoxymethane (109-87-5) + benzoyl chloride (98-88-4) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + chloromethyl methyl ether (107-30-2)

Guidance literature:

With trifluorormethanesulfonic acid; at 60 ℃; for 0.5h;

Reference yield: 97.0%

Dimethoxymethane (109-87-5) + Hexanoyl chloride (142-61-0) → methyl hexanoate (106-70-7) + chloromethyl methyl ether (107-30-2)

Guidance literature:

at 55 - 60 ℃; for 18h;

DOI:10.1021/jo00100a070

Reference yield: 91.0%

Dimethoxymethane (109-87-5) → methyl hexanoate (106-70-7) + chloromethyl methyl ether (107-30-2)

Guidance literature:

With Hexanoyl chloride; at 55 - 60 ℃; for 18h;

DOI:10.1021/jo00100a070

upstream raw materials:

methanol

formaldehyd

Dimethoxymethane

Dimethyl ether

Downstream raw materials:

2-Chloromethylthiophene

benzyl methoxymethyl ether

benzaldehyde dimethyl acetal

(α-methoxy-benzyl)-methoxymethyl ether

Refernces

• 1、 Kishore, Pilli Satyananda,Viswanathan, Balasubramanian,Varadarajan, Thirukullam Kanthadai. "Heteropolyacid-catalyzed synthesis of chloromethyl methyl ether". . p. 429 - 431. Retrieved 2006.
• 2、 Evans,Neligan. "-". . p. 379. Retrieved 1960.
• 3、 Jones,Thornton. "-". . p. 4863,4864, 4866. Retrieved 1967.
• 4、 Maricq, M. Matti,Szente, Joseph J.,Hybl, John D.. "Kinetic studies of the oxidation of dimethyl ether and its chain reaction with Cl2". . p. 5155 - 5167. Retrieved 1997.
• 5、 Reychler. "-". . . Retrieved 1908.
• 6、 Podyachev,Gimazetdinova, G. Sh.,Sudakova,Lapaev,Syakaev,Nagimov. "Synthesis of 1,3-diketo derivatives of calix[4]arene with nonyl substituents at the lower rim as novel efficient sensibilizers of Tb3+ luminescence". . p. 1958 - 1968. Retrieved 2017.
• 7、 -. "PROCESS FOR PREPARING AN ALKOXYMETHYL ALKYNYL ETHER COMPOUND HAVING A TERMINAL TRIPLE BOND". Paragraph 0107-0109; 0119-0121; 0127-0129; 0132-0134; .... . Retrieved 2021/06/26.
• 8、 Malefo, Modibo S.,Ramadwa, Thanyani E.,Famuyide, Ibukun M.,McGaw, Lyndy J.,Eloff, Jacobus N.,Sonopo, Molahlehi S.,Selepe, Mamoalosi A.. "Synthesis and Antifungal Activity of Chromones and Benzoxepines from the Leaves of Ptaeroxylon obliquum". . p. 2508 - 2517. Retrieved 2020/09/15.