2-Bromo-1,3-dimethoxybenzene

Base Information

• Chemical Name: 2-Bromo-1,3-dimethoxybenzene
• CAS No.: 16932-45-9
• Molecular Formula: C8H9BrO2
• Molecular Weight: 217.062
• Hs Code.: 2909309090
• European Community (EC) Number: 679-556-7
• DSSTox Substance ID: DTXSID00346455
• Nikkaji Number: J339.129I
• Wikidata: Q72454772
• Mol file: 16932-45-9.mol

Synonyms:2-Bromo-1,3-dimethoxybenzene;16932-45-9;1-Bromo-2,6-dimethoxybenzene;1,3-DIMETHOXY-2-BROMOBENZENE;Benzene, bromo-1,3-dimethoxy-;MFCD07780177;2-bromo-3-methoxyanisole;2,6-dimethoxybromobenzene;2.6-dimethoxybromobenzene;SCHEMBL1501174;DTXSID00346455;Benzene, 2-bromo-1,3-dimethoxy-;1,3-Dimethoxy-2-bromobenzene 97%;1,3-Dimethoxy-2-bromobenzene, 97%;AKOS015889471;AM61377;CS-W008252;2-BROMO-1,3-DIMETHOXY-BENZENE;AC-27920;DS-16400;SY040805;B3488;FT-0689833;FT-0689834;(2-pyridylamino)methylenemalonicaciddiethylester;EN300-111574;O10672;J-010527;Z1269143259

Chemical Property of 2-Bromo-1,3-dimethoxybenzene

Chemical Property:

• Vapor Pressure: 0.0352mmHg at 25°C
• Melting Point: 91-94 °C
• Refractive Index: 1.527
• Boiling Point: 250 °C at 760 mmHg
• Flash Point: 106 °C
• PSA: 18.46000
• Density: 1.412 g/cm³
• LogP: 2.46630
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.97859
• Heavy Atom Count: 11
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-1,3-dimethoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)OC)Br
• Uses: 2-Bromo-1,3-dimethoxybenzene is used as a pharmaceutical intermediate.

Technology Process of 2-Bromo-1,3-dimethoxybenzene

There total 26 articles about 2-Bromo-1,3-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: 99.0%

(2,6-dimethoxyphenyl)triethylgermane → 1-bromo-2,6-dimethoxybenzene (16932-45-9)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/anie.202008372

Reference yield: 95.0%

bis(2,6-dimethoxyphenyl)dimethyltin (142599-76-6) → 1-bromo-2,6-dimethoxybenzene (16932-45-9)

Guidance literature:

With N-Bromosuccinimide; In methanol; for 1h; Ambient temperature;

DOI:10.1246/bcsj.65.1389

Reference yield: 88.2%

1,3-Dimethoxybenzene (151-10-0) → 1-bromo-2,6-dimethoxybenzene (16932-45-9)

Guidance literature:

1,3-Dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at 5 - 25 ℃; for 2.5h; Green chemistry;

With 1,2-dibromo-1,1,2,2-tetrafluoroethane; In tetrahydrofuran; hexane; at -70 - 25 ℃; for 3h; Green chemistry;

upstream raw materials:

1,2,3-trimethoxybenzene

2-(trimethylsilyl)-1,3-dimethoxybenzene

Bis-(2,6-dimethoxy-phenyl)-dimethyl-silane

bis(2,6-dimethoxyphenyl)dimethyltin

Downstream raw materials:

2-(2',6'-Dimethoxyphenyl)-1,10-phenanthroline

2,9-bis(2,6-dimethoxyphenyl)-3-ethynyl-[1,10]-phenanthroline

Ethyl 1-(2,6-dimethoxyphenyl)indole-2-carboxylate

3-bromo-2,4-dimethoxybenzaldehyde

Refernces

• 1、 Deckers, Kristina,Fricke, Christoph,Schoenebeck, Franziska. "Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations". supporting information. p. 18717 - 18722. Retrieved 2020/08/25.
• 2、 Quibell, Jacob M.,Perry, Gregory J. P.,Cannas, Diego M.,Larrosa, Igor. "Transition-metal-free decarboxylative bromination of aromatic carboxylic acids". . p. 3860 - 3865. Retrieved 2018/04/26.