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

Base Information

• Chemical Name: 1-Bromo-2-(dimethoxymethyl)-4,5-dimethoxybenzene
• CAS No.: 70461-33-5
• Molecular Formula: C11H15BrO4
• Molecular Weight: 291.142
• DSSTox Substance ID: DTXSID50454418
• Nikkaji Number: J2.022.137B
• Wikidata: Q82275935
• Mol file: 70461-33-5.mol

Synonyms:1-Bromo-2-(dimethoxymethyl)-4,5-dimethoxybenzene;70461-33-5;6-bromo-3,4-dimethoxybenzaldehyde dimethylacetal;SCHEMBL2174512;DTXSID50454418;QVUVEEKONLXEOI-UHFFFAOYSA-N;AKOS015834874;CS-0455098;1-Bromo-4,5-dimethoxy-2-dimethoxymethylbenzene;2-Bromo-4,5-dimethoxybenzaldehyde dimethylacetal;2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal;6-bromo-3,4-dimethoxybenzaldehyde dimethyl acetal

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

Chemical Property:

• Storage Temp.: Room temperature.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 290.01537
• Heavy Atom Count: 16
• Complexity: 198

Purity/Quality:

98.5% ^*data from raw suppliers

1-Bromo-2-(dimethoxymethyl)-4,5-dimethoxybenzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 3 articles about 1-Bromo-2-(dimethoxymethyl)-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: 100.0%

2-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) + trimethyl orthoformate (149-73-5) → 2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal (70461-33-5)

Guidance literature:

2-bromo-4,5-dimethoxybenzaldehyde; trimethyl orthoformate; toluene-4-sulfonic acid; In methanol; for 3h; Heating / reflux;

With sodium methylate; In methanol;

Reference yield:

2-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) → 2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal (70461-33-5)

Guidance literature:

With trimethyl orthoformate; In methanol;

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → 2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal (70461-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / methanol; water / 4 h / 20 °C

2: toluene-4-sulfonic acid / methanol / 3 h / Reflux

With bromine; toluene-4-sulfonic acid; In methanol; water;

upstream raw materials:

2-bromo-4,5-dimethoxybenzaldehyde

trimethyl orthoformate

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

1-(2-Dimethoxymethyl-4,5-dimethoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethanol

3,4-dimethoxy-6-(2-chloroisonicotinoyl)benzaldehyde dimethyl acetal

Refernces

• 1、 Mohankumar, Meera,Chattopadhyay, Basab,Hadji, Rachid,Sanguinet, Lionel,Kennedy, Alan R.,Lemaur, Vincent,Cornil, Jér?me,Fenwick, Oliver,Samorì, Paolo,Geerts, Yves. "Oxacycle-Fused [1]Benzothieno[3,2-b][1]benzothiophene Derivatives: Synthesis, Electronic Structure, Electrochemical Properties, Ionisation Potential, and Crystal Structure". . p. 1263 - 1269. Retrieved 2018/11/23.
• 2、 Pati, Kamalkishore,Dos Passos Gomes, Gabriel,Harris, Trevor,Alabugin, Igor V.. "Fused Catechol Ethers from Gold(I)-Catalyzed Intramolecular Reaction of Propargyl Ethers with Acetals". supporting information. p. 928 - 931. Retrieved 2016/03/15.