3-Trimethylsilylpropynal

Base Information

• 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

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

Chemical Property of 3-Trimethylsilylpropynal

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): Xi
• 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
• Uses: 3-Trimethylsilylpropynal acts as an important organic intermediate. It is used in agrochemicals, pharmaceuticals and dyestuff field. Further, it is used in the preparation of [3-(trimethylsilyl)-2-propinyliden]-malononitrile.

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:

Reference yield: 87.0%

lithium trimethylsilylacetylenide (54655-07-1) + 1-Benzylindole-3-carboxaldehyde (10511-51-0) → 3-(trimethylsilyl)prop-2-yn-1-al (2975-46-4) + 3,3'-(3-(trimethylsilyl)prop-2-yn-1,1-diyl)bis(1-benzyl-1H-indole)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 8h;

DOI:10.1016/j.tet.2016.10.067

Reference yield: 82.0%

1-benzyl-5-methoxy-3-1H-indole-carboxaldehyde (104831-79-0) + trimethylsilylacetylene (1066-54-2) → 3-(trimethylsilyl)prop-2-yn-1-al (2975-46-4) + 3,3'-(3-(trimethylsilyl)prop-2-yn-1,1-diyl)bis(1-benzyl-5-methoxy-1H-indole)

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

Reference yield: 97.0%

3-(trimethylsilyl)prop-2-yn-1-al (2975-46-4) + 2-amino-N-(2-hydroxyphenyl)benzamide (725-75-7) → C19H18N2O2Si

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;

upstream raw materials:

lithium trimethylsilylacetylenide

1-Benzylindole-3-carboxaldehyde

1-benzyl-5-methoxy-3-1H-indole-carboxaldehyde

trimethylsilylacetylene

Downstream raw materials:

4-trimethylsilyl-3-butyn-2-ol

3-Trimethylsilyl-propargylaldehyd-<3.5-dinitro-benzoylhydrazon>

(Z,Z)-1,2-bis(4-trimethylsilylbut-1-en-3-ynyl)benzene

(E,Z)-1,2-bis(4-trimethylsilylbut-1-en-3-ynyl)benzene

Refernces