Bromomethyl methyl ether

Base Information

• Chemical Name: Bromomethyl methyl ether
• CAS No.: 13057-17-5
• Molecular Formula: C2H5BrO
• Molecular Weight: 124.965
• Hs Code.: 29091990
• European Community (EC) Number: 670-774-8
• NSC Number: 155338
• DSSTox Substance ID: DTXSID6065341
• Nikkaji Number: J414.459G
• Wikidata: Q72447368
• Mol file: 13057-17-5.mol

Synonyms:Bromomethyl methyl ether;13057-17-5;Methane, bromomethoxy-;Bromo(methoxy)methane;Methoxymethyl bromide;Ether, bromomethyl methyl;bromomethoxymethane;MFCD00000171;NSC 155338;Methyl (bromomethyl) ether;methoxymethylbromide;MOMBr;bromo-methoxy-methane;bromomethyl methylether;bromomethylmethyl ether;MOM-Br;Bromomethyl-methylether;bromomethyl-methyl-ether;C(Br)OC;Bromo(methoxy)methane #;SCHEMBL125295;DTXSID6065341;STR05192;NSC155338;AKOS006223908;NSC-155338;SY029084;B2131;FT-0623250;EN300-97960;Bromomethyl methyl ether, technical grade, 90%;D78328;J-005829;J-519949

Chemical Property of Bromomethyl methyl ether

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 72.9mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 87 °C at 760 mmHg
• Flash Point: 26.7 °C
• PSA: 9.23000
• Density: 1.54 g/cm³
• LogP: 0.98520
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Sparingly soluble in water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 123.95238
• Heavy Atom Count: 4
• Complexity: 10

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bromomethyl methyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-20/21/22-36/37/38-40
• Safety Statements: 26-36/37

MSDS Files:

Useful:

• Chemical Classes: Other Classes -> Halogenated Ethers
• Canonical SMILES: COCBr
• Uses: Bromomethyl methyl ether is used as reagent for protection of OH groups as their methoxymethyl (MOM) ethers. It is used in enantiocontrolled synthesis of intermediate containing carbons 18 to 35 of the macrocyclic immunosuppressant FK-506. It was used in the synthesis of 1-methoxymethyl-4-tritylthio-2-azetidinone. Bromomethyl methyl ether was used in enantiocontrolled synthesis of intermediate containing carbons 18 to 35 of the macrocyclic immunosuppressant FK-506. It was used in the synthesis of 1-methoxymethyl-4-tritylthio-2-azetidinone.

Technology Process of Bromomethyl methyl ether

There total 11 articles about Bromomethyl 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:

Dimethoxymethane (109-87-5) → bromethyl methyl ether (13057-17-5)

Guidance literature:

With Acetyl bromide;

Reference yield:

Dimethoxymethane (109-87-5) + Acetyl bromide (506-96-7) → bromethyl methyl ether (13057-17-5) + acetic acid methyl ester (79-20-9)

Guidance literature:

zinc dibromide; In toluene; at 25 - 32 ℃; for 0.75h; Title compound not separated from byproducts;

DOI:10.1021/jo051344g

Reference yield:

Dimethoxymethane (109-87-5) + Acetyl bromide (506-96-7) → bromethyl methyl ether (13057-17-5)

Guidance literature:

With zinc diacetate; In toluene; at 40 ℃;

DOI:10.3390/molecules26134043

upstream raw materials:

methanol

formaldehyd

chloromethyl methyl ether

Dimethoxymethane

Downstream raw materials:

(3-methoxyprop-1-yn-1-yl)benzene

3-methoxy-2,2-diphenyl-propionitrile

ethyl 3-(bromomethyl)-4-methoxybenzoate

diethyl methoxymethylphosphonic acid

Refernces

• 1、 Golcs, ádám,Huszthy, Péter,Kovács, Korinna,Tóth, Tünde,Vezse, Panna. "Acridino-diaza-20-crown-6 ethers: New macrocyclic hosts for optochemical metal ion sensing". . . Retrieved 2021/07/17.
• 2、 Berliner, Martin A.,Belecki, Katherine. "Simple, rapid procedure for the synthesis of chloromethyl methyl ether and other chloro alkyl ethers". . p. 9618 - 9621. Retrieved 2007/10/03.