1-Bromo-2-(2-bromoethyl)-4,5-dimethoxybenzene

Base Information

• Chemical Name: 1-Bromo-2-(2-bromoethyl)-4,5-dimethoxybenzene
• CAS No.: 69327-12-4
• Molecular Formula: C10H12Br2O2
• Molecular Weight: 324.012
• NSC Number: 143412
• DSSTox Substance ID: DTXSID00301443
• Nikkaji Number: J2.384.522I
• Wikidata: Q82045378
• Mol file: 69327-12-4.mol

Synonyms:1-bromo-2-(2-bromoethyl)-4,5-dimethoxybenzene;69327-12-4;NSC143412;Benzene, 1-bromo-2-(2-bromoethyl)-4,5-dimethoxy-;DTXSID00301443;AKOS014197343;NSC-143412

Chemical Property of 1-Bromo-2-(2-bromoethyl)-4,5-dimethoxybenzene

Chemical Property:

• Vapor Pressure: 0.000323mmHg at 25°C
• Boiling Point: 330.3°Cat760mmHg
• Flash Point: 133.9°C
• Density: 1.623g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 323.91836
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)CCBr)Br)OC

Technology Process of 1-Bromo-2-(2-bromoethyl)-4,5-dimethoxybenzene

There total 5 articles about 1-Bromo-2-(2-bromoethyl)-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: 90.0%

2-(2-bromo-4,5-dimethoxyphenyl)ethyl alcohol (289507-36-4) → 1-bromo-2-(2-bromoethyl)-4,5-dimethoxybenzene (69327-12-4)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In benzene; at 20 ℃;

DOI:10.1021/ol006213a

Reference yield: 62.5%

N-<2-(3,4-Dimethoxyphenyl)-ethyl>-2,2-dimethylpropionsaeureimidchlorid Hydrochlorid (85362-72-7,85362-73-8) → tert-butyl isocyanide (630-18-2) + 1-(tert-butyl)-6,7-dimethoxy-3,4-dihydroisoquinoline (81254-99-1) + 1-bromo-2-(2-bromoethyl)-4,5-dimethoxybenzene (69327-12-4) + N-<2-(2-Brom-4,5-dimethoxyphenyl)-ethyl>-2,2-dimethylpropionsaeureamid (91361-04-5)

Guidance literature:

With phosphorus pentabromide; In tetrachloromethane; for 48h; Heating;

DOI:10.1002/ardp.19843170603

Reference yield:

2-(2-bromo-4,5-dimethoxyphenyl)acetaldehyde (90841-59-1) → 1-bromo-2-(2-bromoethyl)-4,5-dimethoxybenzene (69327-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

2: pyridine; phosphorus tribromide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; phosphorus tribromide; In methanol; dichloromethane;

DOI:10.1021/ol403365

upstream raw materials:

2-(2-bromo-4,5-dimethoxyphenyl)ethyl alcohol

N-<2-(3,4-Dimethoxyphenyl)-ethyl>-2,2-dimethylpropionsaeureimidchlorid Hydrochlorid

2-(3,4-dimethoxyphenyl)ethyl alcohol

2-(2-bromo-4,5-dimethoxyphenyl)acetaldehyde

Downstream raw materials:

6,7-Dimethoxy-2-trimethylsilanyl-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid methyl ester

2-[2-(2-Bromo-ethyl)-4,5-dimethoxy-benzyl]-pentanedioic acid dimethyl ester

methyl 6,7-dimethoxy-1,2,3,4-tetrahydro-2-naphthoate

2,3-dimethoxyberbine