3-(Trimethylsilyl)ethynylbenzaldehyde

Base Information

• Chemical Name: 3-(Trimethylsilyl)ethynylbenzaldehyde
• CAS No.: 77123-55-8
• Molecular Formula: C12H14OSi
• Molecular Weight: 202.328
• Hs Code.: 2931900090
• European Community (EC) Number: 687-404-6
• DSSTox Substance ID: DTXSID80377989
• Nikkaji Number: J817.336B
• Wikidata: Q82167408
• Mol file: 77123-55-8.mol

Synonyms:3-(Trimethylsilyl)ethynylbenzaldehyde;77123-55-8;3-(2-trimethylsilylethynyl)benzaldehyde;3-[2-(trimethylsilyl)ethynyl]benzaldehyde;3-((Trimethylsilyl)ethynyl)benzaldehyde;3-(trimethylsilylethynyl)benzaldehyde;C12H14OSi;SCHEMBL2934101;DTXSID80377989;3-trimethylsilylethynylbenzaldehyde;UPZYBRHQVJTPBO-UHFFFAOYSA-N;MFCD06245348;3-trimethylsilanylethynyl-benzaldehyde;AKOS005257490;3-(Trimethylsilyl)ethynylbenzaldehyde, 95%;FT-0641632;A838962

Chemical Property of 3-(Trimethylsilyl)ethynylbenzaldehyde

Chemical Property:

• Vapor Pressure: 7.24E-11mmHg at 25°C
• Refractive Index: 1.678
• Boiling Point: 265.6 °C at 760 mmHg
• Flash Point: 114.4 °C
• PSA: 17.07000
• Density: 0.98 g/cm³
• LogP: 2.72800
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 202.081391600
• Heavy Atom Count: 14
• Complexity: 263

Purity/Quality:

97% ^*data from raw suppliers

3-(Trimethylsilyl)ethynylbenzaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T,Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-(Trimethylsilyl)ethynylbenzaldehyde

There total 6 articles about 3-(Trimethylsilyl)ethynylbenzaldehyde 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%

m-bromobenzoic aldehyde (3132-99-8) + trimethylsilylacetylene (1066-54-2) → 3-((trimethylsilyl)ethynyl)benzaldehyde (77123-55-8)

Guidance literature:

With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; diisopropylamine; In 1,4-dioxane; Inert atmosphere;

DOI:10.1021/ol802053k

Reference yield: 99.0%

→ 3-((trimethylsilyl)ethynyl)benzaldehyde (77123-55-8) + 4-[(trimethylsilyl)ethynyl]bezaldehyde (77123-57-0)

Guidance literature:

Reference yield: 98.5%

m-iodobenzaldehyde (696-41-3) + trimethylsilylacetylene (1066-54-2) → 3-((trimethylsilyl)ethynyl)benzaldehyde (77123-55-8)

Guidance literature:

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; bis[2-(diphenylphosphino)phenyl] ether; at 20 ℃; Inert atmosphere;

upstream raw materials:

m-bromobenzoic aldehyde

trimethylsilylacetylene

m-iodobenzaldehyde

palladium diacetate

Downstream raw materials:

3-ethynylbenzaldehyde

Zn(N₄C₂₀H₈(C₆H₃(C(CH₃)3)2)3C₆H₄N₃C₂HC₆H₄CHO)