1-(Trimethylsilyl)-1-propyne

Base Information

• Chemical Name: 1-(Trimethylsilyl)-1-propyne
• CAS No.: 6224-91-5
• Molecular Formula: C6H12Si
• Molecular Weight: 112.247
• Hs Code.: 29319090
• European Community (EC) Number: 228-314-5
• UNII: ZQA6VF7W9R
• DSSTox Substance ID: DTXSID60211291
• Nikkaji Number: J2.250.237I,J209.024D
• Wikidata: Q72514553
• Mol file: 6224-91-5.mol

Synonyms:1-(Trimethylsilyl)-1-propyne;6224-91-5;1-(Trimethylsilyl)propyne;trimethyl(prop-1-yn-1-yl)silane;trimethyl(prop-1-ynyl)silane;1-trimethylsilylpropyne;1-(Trimethylsilyl)prop-1-yne;Silane, trimethyl-1-propynyl-;1-trimethylsilyl-1-propyne;Trimethylsilylpropyne;EINECS 228-314-5;ZQA6VF7W9R;MFCD00009271;Trimethyl-1-propynylsilane;1-Propynyltrimethylsilane;trimethyl-prop-1-ynyl-silane;Trimethyl-1-propyn-1-ylsilane;1-Methyl-2-trimethylsilylacetylene;1-TMS-1-propyne;trimethylsilyl-1-propyne;1-propinyltrimethylsilane;UNII-ZQA6VF7W9R;trimethyl-prop-1-ynyl silane;3-Buten-1-Ynyltrimethylsilane;Trimethyl(1-propynyl)silane #;AMY1226;DTXSID60211291;1-(Trimethylsilyl)Propyne, 98%;1-(Trimethylsilyl)propyne, 99%;7-Methoxy-4-quinolinylcarboxaldehyde;BBL027749;STL373425;AKOS006221194;SB23039;AS-19350;CS-0008442;FT-0605887;T1123;EN300-97353;3-(Trimethylsilyl)-2-propyne-1-ylidyneradical;A833675;J-525106;J-802303

Chemical Property of 1-(Trimethylsilyl)-1-propyne

Chemical Property:

• Appearance/Colour: clear, colorless liquid.
• Vapor Pressure: 43.9mmHg at 25°C
• Melting Point: - 69 °C
• Refractive Index: n20/D 1.417(lit.)
• Boiling Point: 99-100 °C(lit.)
• Flash Point: 99.5 °C at 760 mmHg
• PSA: 0.00000
• Density: 0.765 g/cm³
• LogP: 1.88710
• Storage Temp.: 0-6°C
• Solubility.: Miscible with toluene.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 112.070826917
• Heavy Atom Count: 7
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

1-(Trimethylsilyl)propyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC#C[Si](C)(C)C
• Uses: 1-(Trimethylsilyl)propyne is used in the synthesis of alkynyl silane derivative. 1-Trimethylsilyl-1-propyne is employed in the preparation of alkynyl silane derivatives. It is also used to prepare highly substituted indenes using palladium-catalyzed carboannulation. Further, it plays an important role in the preparation of indenones through a rhodium-catalyzed reaction with 2-bromophenylboronic acids.

Technology Process of 1-(Trimethylsilyl)-1-propyne

There total 32 articles about 1-(Trimethylsilyl)-1-propyne 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%

prop-1-yne (74-99-7) + trimethylsilylacetylene (1066-54-2) → trimethyl(prop-1-ynyl)silane (6224-91-5)

Guidance literature:

(Me₂SiCp''2UBu)2O*2THF; In tetrahydrofuran; at 66 ℃; for 44h;

DOI:10.1021/ja063443x

Reference yield: 87.0%

C10H26OSi3 (83268-94-4) → trimethyl(prop-1-ynyl)silane (6224-91-5) + trimethylsilan (993-07-7) + Trimethylmethoxysilane (1825-61-2) + ethenyltrimethylsilane (754-05-2)

Guidance literature:

at 650 ℃; under 0.0001 Torr;

DOI:10.1021/ja00386a062

Reference yield: 86.0%

[3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide (78012-45-0) → trimethyl(prop-1-ynyl)silane (6224-91-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 0 - 5 ℃;

upstream raw materials:

trimethylsilyl bromide

1-propynylmagnesium bromide

chloro-trimethyl-silane

1-propynyl lithium

Downstream raw materials:

1,3-bis(trimethylsilyl)propyne

Dicyclohexyl-((E)-1-trimethylsilanyl-propenyl)-borane

1-(trimethylsilyl)-4-phenyl-1-butyne

2-chloropyridine

Refernces

Zirconium-Mediated Reactions of Alkylpyrazines and Alkynes. Synthesis of Highly Substituted Alkylpyrazines

10.1021/jo00048a038

The research focuses on the synthesis of highly substituted alkylpyrazines using a zirconium-mediated reaction. The key chemicals involved include Cp2Zr(Me)(THF)+ (1), various alkylpyrazines such as 2,5-dimethylpyrazine and 2,3-dimethylpyrazine, and different alkynes like 1-pentyne, (trimethylsilyl)acetylene, and 1-(trimethylsilyl)propyne. The process involves a sequential one-pot addition of alkylpyrazines, alkynes, and a proton source to a solution of Cp2Zr(Me)(THF)+ in CH2Cl2, yielding (E)-alkenyl-substituted alkylpyrazines in excellent yields. The regio- and stereoselectivity observed in these reactions are attributed to steric and electronic effects. The resulting alkenylpyrazines can be further manipulated using conventional synthetic techniques to produce a variety of highly substituted alkylpyrazines, including tri- and tetrasubstituted alkylpyrazines, bromoalkylpyrazines, and epoxyalkylpyrazines.