Benzene, 2-bromo-1,4-bis(methoxymethoxy)-

Base Information

• Chemical Name: Benzene, 2-bromo-1,4-bis(methoxymethoxy)-
• CAS No.: 131136-47-5
• Molecular Formula: C10H13BrO4
• Molecular Weight: 277.115
• DSSTox Substance ID: DTXSID50448170
• Nikkaji Number: J2.063.237B
• Wikidata: Q82267134
• Mol file: 131136-47-5.mol

Synonyms:131136-47-5;2-bromo-1,4-bis(methoxymethoxy)benzene;Benzene, 2-bromo-1,4-bis(methoxymethoxy)-;SCHEMBL16925411;DTXSID50448170;1,4-Bis(methoxymethoxy)-2-bromobenzene

Chemical Property of Benzene, 2-bromo-1,4-bis(methoxymethoxy)-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 275.99972
• Heavy Atom Count: 15
• Complexity: 168

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCOC1=CC(=C(C=C1)OCOC)Br

Technology Process of Benzene, 2-bromo-1,4-bis(methoxymethoxy)-

There total 4 articles about Benzene, 2-bromo-1,4-bis(methoxymethoxy)- 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: 100.0%

2-bromobenzene-1,4-diol (583-69-7) + chloromethyl methyl ether (107-30-2) → 2-Bromo-1,4-bis(methoxymethoxy)benzene (131136-47-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.3987/COM-09-11840

Reference yield:

2-bromo-1,4-phenylene diacetate (52376-16-6) → 2-Bromo-1,4-bis(methoxymethoxy)benzene (131136-47-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaOH / 20 °C

2.1: EtMgBr / tetrahydrofuran; diethyl ether / 1 h / 20 °C

2.2: 81 percent / tetrahydrofuran; diethyl ether / 20 - 55 °C

With sodium hydroxide; ethylmagnesium bromide; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.tetlet.2004.05.018

Reference yield:

hydroquinone (123-31-9,8027-02-9) → 2-Bromo-1,4-bis(methoxymethoxy)benzene (131136-47-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Br₂ / diethyl ether / 0 - 5 °C

2: 1.) EtMgBr / 1.) THF, r.t., 6 h; 2.) THF; r.t., 12 h; 50 - 55 degC, 1 h

With ethylmagnesium bromide; bromine; In diethyl ether;

DOI:10.1016/S0022-1139(00)80057-3

upstream raw materials:

2-bromobenzene-1,4-diol

chloromethyl methyl ether

2-bromo-1,4-phenylene diacetate

hydroquinone

Downstream raw materials:

4-<2,5-Bis(methoxymethyloxy)phenyl>-2-methyl-3-butyn-2-ol

2-Methoxycarbonylmethyl-3,6-bis-methoxymethoxy-benzoic acid methyl ester

2-Ethynyl-1,4-bis-methoxymethoxy-benzene

1,4-Bis-methoxymethoxy-2-(3-trifluoromethyl-but-3-en-1-ynyl)-benzene