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Sigma-Aldrich

Ethynyltrimethylsilane

98%

Synonym(s):

Trimethylsilylacetylene

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About This Item

Linear Formula:
(CH3)3SiC≡CH
CAS Number:
1066-54-2
Molecular Weight:
98.22
Beilstein:
906752
MDL number:
MFCD00008569
UNSPSC Code:
12352100
PubChem Substance ID:
24853048
NACRES:
NA.22

vapor pressure

4.18 psi ( 20 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.388 (lit.)

bp

53 °C (lit.)

density

0.709 g/cm3 (lit.)

storage temp.

2-8°C

SMILES string

C[Si](C)(C)C#C

InChI

1S/C5H10Si/c1-5-6(2,3)4/h1H,2-4H3

InChI key

CWMFRHBXRUITQE-UHFFFAOYSA-N

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General description

Laser-induced polymerization of gaseous ethynyltrimethylsilane was used for efficient chemical vapour deposition of polycarbosilane films. Ethynyltrimethylsilane acts as substrate for nickel-catalyzed cross-coupling with benzonitriles.

Application

Ethynyltrimethylsilane was used in:
  • microwave-assisted, one-pot, three-step Sonogashira cross-coupling-desilylation-cycloaddition reaction for the preparation of 1,4-disubstituted 1,2,3-triazoles
  • synthesis of poly(ethynyltrimethylsilane) containing Pd (II) coordination sites
  • pyrazole synthesis via 1,3-dipolar cycloaddition of diazo compounds to acetylenes

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-29.2 °F

Flash Point(C)

-34 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Fabian Reiß et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 24(21), 5667-5674 (2018-02-02)
The reaction of the allene precursor Li2 (Me3 SiC3 SiMe3 ) with [Cp2 ZrCl2 ] (Cp=cyclopentadienyl) was examined. The selective formation of hitherto unknown linear, allene-bridged dizirconocene complexes [(Cp2 ZrCl)2 {-μ-(Me3 Si)C3 (SiMe3 )-}] and [(Cp2 Zr)2 {-μ-(Me3 Si)C3 (SiMe3
Hong Shang et al.
Advanced materials (Deerfield Beach, Fla.), 30(27), e1801459-e1801459 (2018-05-26)
In situ weaving an all-carbon graphdiyne coat on a silicon anode is scalably realized under ultralow temperature (25 °C). This economical strategy not only constructs 3D all-carbon mechanical and conductive networks with reasonable voids for the silicon anode at one
Synthesis and characterization of poly (ethynyltrimethylsilane) containing Pd (II) coordination sites.
Russo MV, et al.
Polymer, 37(9), 1715-1722 (1996)
Heterocycles, 68, 1961-1961 (2006)
Francisco J Caparrós et al.
Molecules (Basel, Switzerland), 25(4) (2020-02-26)
A new 2,7,10,15-tetraethynyldibenzo[g,p]chrysene ligand (1) and two tetranuclear gold(I) derivatives containing PPh3 (3) and PMe3 (4) phosphines were synthesized and characterized by 1H and 31P NMR, IR spectroscopy, and high-resolution mass spectrometry. The compounds were studied in order to analyze
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