4,5-Dimethoxy-2-((trimethylsilyl)ethynyl)benzaldehyde

Base Information

• Chemical Name: 4,5-Dimethoxy-2-((trimethylsilyl)ethynyl)benzaldehyde
• CAS No.: 106824-48-0
• Molecular Formula: C14H18O3Si
• Molecular Weight: 262.381
• DSSTox Substance ID: DTXSID30547034
• Nikkaji Number: J2.855.220C
• Wikidata: Q82425033
• Mol file: 106824-48-0.mol

Synonyms:106824-48-0;4,5-Dimethoxy-2-((trimethylsilyl)ethynyl)benzaldehyde;4,5-Dimethoxy-2-[(trimethylsilyl)ethynyl]benzaldehyde;DTXSID30547034

Chemical Property of 4,5-Dimethoxy-2-((trimethylsilyl)ethynyl)benzaldehyde

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 262.10252097
• Heavy Atom Count: 18
• Complexity: 347

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C=O)C#C[Si](C)(C)C)OC

Technology Process of 4,5-Dimethoxy-2-((trimethylsilyl)ethynyl)benzaldehyde

There total 4 articles about 4,5-Dimethoxy-2-((trimethylsilyl)ethynyl)benzaldehyde 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: 93.0%

2-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) + trimethylsilylacetylene (1066-54-2) → 4,5-dimethoxy-2-((trimethylsilyl)ethynyl)benzaldehyde (106824-48-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 50 ℃; for 17h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201600987

Reference yield: 83.0%

3,4-dimethoxy-benzaldehyde (120-14-9) + trimethylsilylacetylene (1066-54-2) → 4,5-dimethoxy-2-((trimethylsilyl)ethynyl)benzaldehyde (106824-48-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 65 ℃; for 16h;

DOI:10.1002/chem.201202004

Reference yield:

trimethylsilylacetylene (1066-54-2) → 4,5-dimethoxy-2-((trimethylsilyl)ethynyl)benzaldehyde (106824-48-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 40 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.073

upstream raw materials:

2-bromo-4,5-dimethoxybenzaldehyde

trimethylsilylacetylene

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

C₁₃H₁₄O₃

C₁₃H₁₄O₃

1-(bromoethynyl)-4,5-dimethoxy-2-(methoxy(phenyl)methyl)benzene

3-(2,5,6-trimethoxy-3-phenyl-1H-inden-1-yl)oxazolidin-2-one