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3-Trimethylsilylpropynal

Base Information Edit
  • Chemical Name:3-Trimethylsilylpropynal
  • CAS No.:2975-46-4
  • Molecular Formula:C6H10OSi
  • Molecular Weight:126.23
  • Hs Code.:29319090
  • European Community (EC) Number:626-061-9
  • DSSTox Substance ID:DTXSID60375387
  • Nikkaji Number:J292.817E
  • Wikidata:Q72514550
  • Mol file:2975-46-4.mol
3-Trimethylsilylpropynal

Synonyms:2975-46-4;3-TRIMETHYLSILYLPROPYNAL;3-(Trimethylsilyl)-2-propynal;3-trimethylsilylprop-2-ynal;3-(Trimethylsilyl)propiolaldehyde;3-(Trimethylsilyl)propynal;2-Propynal, 3-(trimethylsilyl)-;trimethylsilylpropynal;3-(trimethylsilyl)prop-2-ynal;MFCD01103709;C6H10OSi;3-Trimethylsilyl propynal;SCHEMBL364348;3-Trimethylsilylpropynal, 97%;DTXSID60375387;LJRWLSKYGWLYIM-UHFFFAOYSA-N;AMY15576;3-(trimethylsilyl)propargyl aldehyde;(Trimethylsilyl)acetylenecarboxaldehyde;AKOS015909006;3-(Trimethylsilyl)-2-propynal, 97%;CS-W016561;AS-19353;SY029296;FT-0654407;T2907;EN300-344620;F20454;S20180;A820045;J-017622

Suppliers and Price of 3-Trimethylsilylpropynal
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 3-(Trimethylsilyl)-2-propynal
  • 500mg
  • $ 60.00
  • TCI Chemical
  • 3-Trimethylsilylpropynal >97.0%(GC)
  • 1g
  • $ 60.00
  • TCI Chemical
  • 3-Trimethylsilylpropynal >97.0%(GC)
  • 5g
  • $ 180.00
  • Sigma-Aldrich
  • 3-(Trimethylsilyl)-2-propynal 97%
  • 1g
  • $ 92.10
  • Oakwood
  • 3-Trimethylsilyl propynal
  • 25g
  • $ 280.00
  • Oakwood
  • 3-Trimethylsilyl propynal
  • 1g
  • $ 25.00
  • Frontier Specialty Chemicals
  • 3-Trimethylsilylpropynal
  • 1g
  • $ 113.00
  • Ambeed
  • 3-(Trimethylsilyl)-2-propynal 97%
  • 1g
  • $ 19.00
  • Ambeed
  • 3-(Trimethylsilyl)-2-propynal 97%
  • 250mg
  • $ 19.00
  • Alfa Aesar
  • 3-Trimethylsilylpropynal, 97%
  • 1g
  • $ 85.90
Total 55 raw suppliers
Chemical Property of 3-Trimethylsilylpropynal Edit
Chemical Property:
  • Vapor Pressure:12.7mmHg at 25°C 
  • Melting Point:195 °C 
  • Refractive Index:n20/D 1.444 
  • Boiling Point:128.8 °C at 760 mmHg 
  • Flash Point:31.7 °C 
  • PSA:17.07000 
  • Density:0.876 g/cm3 
  • LogP:1.06610 
  • Storage Temp.:2-8°C 
  • Sensitive.:Air & Moisture Sensitive 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:1
  • Exact Mass:126.050091473
  • Heavy Atom Count:8
  • Complexity:141
Purity/Quality:

≥99% *data from raw suppliers

3-(Trimethylsilyl)-2-propynal *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 10-36/37/38 
  • Safety Statements: 16-36/37/39-36/37-26 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:C[Si](C)(C)C#CC=O
  • General Description 3-Trimethylsilylpropynal is a reactive alkyne derivative that participates in 1,3-dipolar cycloaddition reactions with trimethylsilyl azide, yielding 5-formyl-substituted 1,2,3-triazoles. These products can further dimerize into tricyclic bis-hemiaminals, influenced by factors such as solvent polarity and temperature. The compound's reactivity and the resulting triazole derivatives have potential applications in medicinal chemistry, particularly due to their demonstrated cytostatic and tuberculostatic activities in related structures.
Technology Process of 3-Trimethylsilylpropynal

There total 2 articles about 3-Trimethylsilylpropynal 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:
Guidance literature:
trimethylsilylacetylene; With n-butyllithium; In hexane;
1-benzyl-5-methoxy-3-1H-indole-carboxaldehyde; In tetrahydrofuran; at 0 ℃; for 8h;
DOI:10.1016/j.tet.2016.10.067
Guidance literature:
3-(trimethylsilyl)prop-2-yn-1-al; 2-amino-N-(2-hydroxyphenyl)benzamide; With magnesium sulfate; toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 3h;
With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;
Refernces Edit

1,3-Dipolar cycloaddition of trimethylsilyl azide to propynals and dimerization of 1H-1,2,3-triazole-5-carbaldehydes to tricyclic bis-hemiaminals

10.1007/s11178-005-0103-4

The research focuses on the reactions of trimethylsilyl azide with 3-trimethylsilyl-2-propynal and 2-propynal. The study aims to understand the regioselectivity of the addition process and the propensity of 5-formyl-substituted 1,2,3-triazoles to undergo dimerization, forming tricyclic bis-hemiaminals. The experiments involved heating equimolar amounts of the reactants in toluene or tetrahydrofuran, with careful monitoring of the reaction progress using TLC and 1H NMR spectroscopy. The analyses included X-ray analysis to confirm the molecular structure of 4-trimethylsilyl-1H-1,2,3-triazole-5-carbaldehyde, and the examination of the effects of temperature and solvent polarity on dimerization using IR and 1H NMR spectroscopy. The research also explored the potential of these compounds as biologically active substances and energy-rich substances, with previous findings indicating high cytostatic and tuberculostatic activity in related compounds.

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