2-(2-Bromo-4,5-dimethoxyphenyl)-1,3-dioxolane

Base Information

• Chemical Name: 2-(2-Bromo-4,5-dimethoxyphenyl)-1,3-dioxolane
• CAS No.: 103477-58-3
• Molecular Formula: C11H13BrO4
• Molecular Weight: 289.126
• DSSTox Substance ID: DTXSID80547983
• Nikkaji Number: J2.545.771D
• Wikidata: Q82426542
• Mol file: 103477-58-3.mol

Synonyms:2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane;103477-58-3;SCHEMBL515378;DTXSID80547983;UUHANZROYPDHAB-UHFFFAOYSA-N;MFCD06208904;F97181

Chemical Property of 2-(2-Bromo-4,5-dimethoxyphenyl)-1,3-dioxolane

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 287.99972
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C2OCCO2)Br)OC

Technology Process of 2-(2-Bromo-4,5-dimethoxyphenyl)-1,3-dioxolane

There total 8 articles about 2-(2-Bromo-4,5-dimethoxyphenyl)-1,3-dioxolane 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-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) + ethylene glycol (107-21-1) → 2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane (103477-58-3)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 3h; Heating;

DOI:10.1021/jo952048e

Reference yield: 97.0%

→ 2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane (103477-58-3)

Guidance literature:

Reference yield:

2-bromo-4,5-dimethoxybenzyl alcohol (54370-00-2) → 2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane (103477-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

2: toluene-4-sulfonic acid / toluene / 24 h / Reflux

With Dess-Martin periodane; toluene-4-sulfonic acid; In dichloromethane; toluene;

DOI:10.1016/j.ejmech.2015.03.005

upstream raw materials:

2-bromo-4,5-dimethoxybenzaldehyde

ethylene glycol

triethylsilyl chloride

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

α-2-<(1,3-dioxolan-2-yl)-4,5-dimethoxyphenyl>-3,4-dimethoxybenzyl alcohol

(2-[1,3]Dioxolan-2-yl-4,5-dimethoxy-phenyl)-trimethyl-silane

(2-(1,3-dioxolane-2-yl)-4,5-dimethoxyphenyl)(benzo[d][1,3]dioxol-5-yl)methanol

{3-[2'-(1,3-dioxolan-2-yl)-4',5'-dimethoxyphenyl]prop-1-ynyl}-trimethylsilane