Ethynyltrimethylsilane

CAS No. 1066-54-2

Formula: C5H10Si
Basic Info

Trimethylsilylacetylene is an acetylene molecule protected on one end by the trimethylsilyl group. It is popularly used in alkynylations, e.g. the Sonogashira reaction. After desilylation (e.g. with TBAF), the ethynyl group is introduced. Using a protected alkyne, as opposed to acetylene gas, prevents further (undesired) coupling reactions and also has the benefit of being a liquid.
This compound is commercially available. It may also be prepared in a manner similar to other silyl compounds: deprotonation of acetylene with a Grignard reagent, followed by reaction with trimethylsilyl chloride.

Formula
C5H10Si
Molecular Weight
98.2184
Exact Mass
98.0552
LogP
1.497
PSA
0
Synonyms

ethynyl(trimethyl)silane

(Trimethylsilyl)Acetylene

TriMethylsilylacetylene

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Properties
Appearance & Physical State
clear colorless liquid
Density
0.69
Boiling Point
53ºC
Melting Point
>0ºC
Flash Point
-34ºC
Refractive Index
1.3873-1.3903
Water Solubility
reacts
Stability
Materials containing similar functional groups can decompose at elevated temperatures. Has not been fully evaluated.
Storage Condition
2-8ºC
Vapor Pressure
4.18 psi ( 20 °C)
Safety Info
Safety Statements
S16-S26-S36
WGK Germany
-
Risk Statements
R11; R36/37/38
HS Code
29310095
RIDADR
UN 1993
Hazard Class
3
Packing Group
II
Caution Statement
P210; P261; P305 + P351 + P338
Hazard Codes
Hazard Declaration
Spectrum
NMR Spectrum 1H NMR : Predict
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Mass Spectrum Mass spectrum (electron ionization)
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Related Compound Information

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