Bromo(bromomethoxy)methane

Base Information

• Chemical Name: Bromo(bromomethoxy)methane
• CAS No.: 4497-29-4
• Molecular Formula: C2H4Br2O
• Molecular Weight: 203.861
• Hs Code.: 2909199090
• European Community (EC) Number: 860-167-8
• DSSTox Substance ID: DTXSID40537840
• Nikkaji Number: J156.550H
• Wikidata: Q82412952
• Mol file: 4497-29-4.mol

Synonyms:Bromo(bromomethoxy)methane;4497-29-4;Bis(bromomethyl) ether;MFCD31630365;Brommethylather;Bis(bromomethyl)ether;BROMOMETHYL ETHER;SCHEMBL1653172;BROMO-BROMOMETHOXY-METHANE;DTXSID40537840;CVDGHGWEHQIJTE-UHFFFAOYSA-N;BCP29364;AC2225;AKOS037649649;CS-12859;SY231337;CS-0188325

Chemical Property of Bromo(bromomethoxy)methane

Chemical Property:

• Melting Point: -34°C
• Refractive Index: 1.5460 (estimate)
• Boiling Point: 154.5°C (estimate)
• PSA: 9.23000
• Density: 2.2013
• LogP: 1.70780
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 203.86084
• Heavy Atom Count: 5
• Complexity: 15.1

Purity/Quality:

99%, ^*data from raw suppliers

Bromo(bromomethoxy)methane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(OCBr)Br

Technology Process of Bromo(bromomethoxy)methane

There total 4 articles about Bromo(bromomethoxy)methane 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + bromine (7726-95-6) → bis(bromomethyl) ether (4497-29-4) + hydrogen bromide (10035-10-6,12258-64-9)

Guidance literature:

at 88 ℃; unter Belichtung;

DOI:10.1039/tf9595501536

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) → bis(bromomethyl) ether (4497-29-4) + bis(bromomethoxy)methane + bromomethanol (50398-29-3)

Guidance literature:

With hydrogen bromide; acetic acid; for 0.0833333h;

DOI:10.1039/c8ra04002h

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + acetic acid (64-19-7,77671-22-8) → bis(bromomethyl) ether (4497-29-4) + acetoxymethyl bromide (590-97-6) + (bromomethoxy)methyl acetate + bis(bromomethoxy)methane + C5H9BrO4

Guidance literature:

With hydrogen bromide; at 60 ℃; for 1h;

DOI:10.1021/op050089z

upstream raw materials:

formaldehyd

bromine

acetic acid

Downstream raw materials:

Dimethoxymethane

1-bromomethyl-4-bromobenzene

isopentyl ether

dimethyl ether α,α'-bis(triphenylphosphonium) bromide

Refernces

• 1、 St. Clair, Jerry D.,Valentine, James R.. "Observation of bromomethyl ethers during the bromomethylation of aromatic compounds". . p. 1013 - 1014. Retrieved 2012/12/26.