4,5-Bis[2-(trimethylsilyl)ethynyl]-1,2-benzenedicarboxaldehyde

Base Information

Chemical Name:4,5-Bis[2-(trimethylsilyl)ethynyl]-1,2-benzenedicarboxaldehyde
CAS No.:875535-40-3
Molecular Formula:C18H22O2Si2
Molecular Weight:326.542
Hs Code.:
DSSTox Substance ID:DTXSID001176606

Synonyms:DTXSID001176606;4,5-Bis[2-(trimethylsilyl)ethynyl]-1,2-benzenedicarboxaldehyde;875535-40-3

Suppliers and Price of 4,5-Bis[2-(trimethylsilyl)ethynyl]-1,2-benzenedicarboxaldehyde

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4,5-Bis[2-(trimethylsilyl)ethynyl]-1,2-benzenedicarboxaldehyde

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:6
Exact Mass:326.11583301
Heavy Atom Count:22
Complexity:502

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C[Si](C)(C)C#CC1=C(C=C(C(=C1)C=O)C=O)C#C[Si](C)(C)C

Technology Process of 4,5-Bis[2-(trimethylsilyl)ethynyl]-1,2-benzenedicarboxaldehyde

There total 3 articles about 4,5-Bis[2-(trimethylsilyl)ethynyl]-1,2-benzenedicarboxaldehyde 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: 79.0%

: 875535-39-0
4,5-diiodobenzene-1,2-dicarbaldehyde

: 1066-54-2
trimethylsilylacetylene

: 875535-40-3
4,5-bis(trimethylsilylethynyl)benzene-1,2-dicarbaldehyde

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jo0522198

Reference yield:

: 53279-73-5
4,5-diiodobenzene-1,2-dicarbinol

: 875535-40-3
4,5-bis(trimethylsilylethynyl)benzene-1,2-dicarbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 13.73 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂; tetrahydrofuran; dimethylsulfoxide / -78 - 20 °C

2: 79 percent / CuI; PdCl₂(PPh₃)2; Et₃N / tetrahydrofuran / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1: Swern oxidation / 2: Sonogashira coupling;
DOI:10.1021/jo0522198

Reference yield:

: 82679-28-5
4,5-diiodobenzene-1,2-dicarboxylic acid

: 875535-40-3
4,5-bis(trimethylsilylethynyl)benzene-1,2-dicarbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: BH₃ / tetrahydrofuran / 41 h / 0 - 60 °C

2: 13.73 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂; tetrahydrofuran; dimethylsulfoxide / -78 - 20 °C

3: 79 percent / CuI; PdCl₂(PPh₃)2; Et₃N / tetrahydrofuran / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; borane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2: Swern oxidation / 3: Sonogashira coupling;
DOI:10.1021/jo0522198