1-Bromo-2-chloro-4,5-dimethoxybenzene

Base Information

• Chemical Name: 1-Bromo-2-chloro-4,5-dimethoxybenzene
• CAS No.: 753502-60-2
• Molecular Formula: C₈H₈BrClO₂
• Molecular Weight: 251.507
• DSSTox Substance ID: DTXSID40655593
• Nikkaji Number: J2.664.603K
• Wikidata: Q82569787
• Mol file: 753502-60-2.mol

Synonyms:1-Bromo-2-chloro-4,5-dimethoxybenzene;753502-60-2;1-BROMO-2-CHLORO-4,5-DIMETHOXY-BENZENE;DTXSID40655593;MFCD11206290;1,2-Dimethoxy-4-bromo-5-chlorobenzene;CS-0191801;E90463;EN300-7793357

Chemical Property of 1-Bromo-2-chloro-4,5-dimethoxybenzene

Chemical Property:

• Melting Point: 75-77 °C
• Boiling Point: 274.5±35.0 °C(Predicted)
• Density: 1.518±0.06 g/cm3(Predicted)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 249.93962
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-2-chloro-4,5-dimethoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1OC)Br)Cl

Technology Process of 1-Bromo-2-chloro-4,5-dimethoxybenzene

There total 3 articles about 1-Bromo-2-chloro-4,5-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%

4-Bromoveratrole (2859-78-1) → 1-bromo-2-chloro-4,5-dimethoxy-benzene (753502-60-2)

Guidance literature:

With N-chloro-succinimide; chloro-trimethyl-silane; In acetonitrile; at 20 ℃; for 1h; regioselective reaction;

DOI:10.1055/s-0034-1378225

Reference yield: 81.0%

4-chloro-1,2-dimethoxybenzene (16766-27-1) → 1-bromo-2-chloro-4,5-dimethoxy-benzene (753502-60-2)

Guidance literature:

With bromine; acetic acid; for 3h;

DOI:10.1021/jo402492d

Reference yield:

1,2-dimethoxybenzene (91-16-7) → 1-bromo-2-chloro-4,5-dimethoxy-benzene (753502-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NBS / various solvent(s) / 0.33 h / 27 °C

2: 85 percent / NCS / various solvent(s) / 0.92 h / 27 °C

With N-chloro-succinimide; N-Bromosuccinimide; In various solvent(s);

DOI:10.1002/adsc.200303229

upstream raw materials:

4-Bromoveratrole

1,2-dimethoxybenzene

4-chloro-1,2-dimethoxybenzene

Downstream raw materials:

4-(2-chloro-4,5-dimethoxyphenyl)-6-(methoxymethoxy)-7-(4-methoxyphenyl)benzo[d][1,3]dioxol-5-yl formate

8,9-dimethoxy-5-(methoxymethoxy)-4-(4-methoxyphenyl)-benzo[b][1,3]dioxolo[4,5-e]benzofuran

8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]dioxolo-[4,5-e]benzofuran-5-ol

benzyl (8,9-dimethoxy-4-(4-methoxyphenyl)benzo[b][1,3]-dioxolo[4,5-e]benzofuran-5-yl)carbonate