2-Bromo-1,4-dimethoxybenzene

Base Information

• Chemical Name: 2-Bromo-1,4-dimethoxybenzene
• CAS No.: 25245-34-5
• Molecular Formula: C8H9BrO2
• Molecular Weight: 217.062
• Hs Code.: 29039990
• European Community (EC) Number: 246-756-7
• NSC Number: 159052
• DSSTox Substance ID: DTXSID8067070
• Nikkaji Number: J236.103E
• Wikidata: Q72454766
• Mol file: 25245-34-5.mol

Synonyms:1-Bromo-2,5-dimethoxybenzene;2-Bromo-1,4-dimethoxybenzene;25245-34-5;Benzene, 2-bromo-1,4-dimethoxy-;2,5-dimethoxybromobenzene;EINECS 246-756-7;MFCD00008355;NSC159052;2-bromo-4-methoxyanisole;2,5-Dimethoxy Bromobenzene;O(C)c1ccc(OC)c(Br)c1;SCHEMBL258418;1,4-Dimethoxy-2-bromobenzene;1-bromo-2, 5-dimethoxybenzene;2-bromo-1,4-dimethoxy-benzene;DTXSID8067070;DWCGNRKFLRLWCJ-UHFFFAOYSA-;2-Bromo-1,4-dimethoxybenzene #;BDBM152502;2-bromo-1,4-bis(methyloxy)benzene;2-bromo-1,4-dimethoxybenzene (14);1-Bromo-2,5-dimethoxybenzene, 98%;AKOS000194136;CS-W014263;NSC 159052;NSC-159052;PS-5174;AC-15233;SY017069;A5112;AM20040027;B1979;FT-0607447;N,N,N',N'-TetramEt-2-butene-1,4-diamine;EN300-65433;A817735;J-640279;J-640431;J-800278;W-107252;Z299596102

Chemical Property of 2-Bromo-1,4-dimethoxybenzene

Chemical Property:

• Appearance/Colour: Clear colorless to yellowish liquid
• Vapor Pressure: 0.0119mmHg at 25°C
• Refractive Index: 1.569-1.571
• Boiling Point: 269.6 °C at 760 mmHg
• Flash Point: 106 °C
• PSA: 18.46000
• Density: 1.412 g/cm³
• LogP: 2.46630
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.97859
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-2,5-dimethoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)Br
• Uses: 2-Bromo-1,4-dimethoxybenzene has been used in preparation of S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4- bromophenyl)-1-propanone, 1,4-bis{4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne and 1,4-bis{2,5-dimethoxy-4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne and 1-bromo-4-iodo-2,5-dimethoxybenzene. It can be used as a chemical redox shuttle additive in Lithium ion batteries for repeated overcharge and overdischarge protection. 1-Bromo-2,5-dimethoxybenzene has been used in preparation of:S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4- bromophenyl)-1-propanone1,4-bis{4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne and 1,4-bis{2,5-dimethoxy-4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne1-bromo-4-iodo-2,5-dimethoxybenzene

Technology Process of 2-Bromo-1,4-dimethoxybenzene

There total 12 articles about 2-Bromo-1,4-dimethoxybenzene 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%

1,4-dimethoxybezene (150-78-7) → 1-bromo-2,5-dimethoxybenzene (25245-34-5)

Guidance literature:

With (CH₃)4Br; In liquid sulphur dioxide; at -23 ℃; Rate constant;

DOI:10.1002/hlca.19830660410

Reference yield: 97.9%

2-bromo-4-methoxyphenol (17332-11-5) + methyl iodide (74-88-4) → 1-bromo-2,5-dimethoxybenzene (25245-34-5)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.3987/COM-17-13859

Reference yield: 97.0%

2-bromo-4-methoxyphenol (17332-11-5) + dimethyl sulfate (77-78-1) → 1-bromo-2,5-dimethoxybenzene (25245-34-5)

Guidance literature:

2-bromo-4-methoxyphenol; With potassium carbonate; In acetone; at 20 ℃; for 0.166667h;

dimethyl sulfate; In acetone; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201500510

upstream raw materials:

2-bromobenzene-1,4-diol

dimethyl sulfate

1,4-dimethoxybezene

phosphorus pentabromide

Downstream raw materials:

1-bromo-4-chloromethyl-2,5-dimethoxy-benzene

1,4-dimethoxy-2-phenoxy-benzene

1,4-dimethoxy-2-(2-methoxy-phenoxy)-benzene

2-bromo-1,4-dimethoxy-5-nitrobenzene

Refernces

• 1、 Tang, Yan-Ling,Xia, Xian-Song,Gao, Jin-Chun,Li, Min-Xin,Mao, Ze-Wei. "Direct bromodeboronation of arylboronic acids with CuBr2 in water". supporting information. . Retrieved 2021/01/05.
• 2、 Kumar, Dileep,Kumar, Virendra,Salam, Abdus,Khan, Tabrez. "A silica-gel accelerated [4 + 2] cycloaddition-based biomimetic approach towards the first total synthesis of magterpenoid C". . . Retrieved 2019/09/17.