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Ethynyltrimethylsilane

CAS No.: 1066-54-2      Formula: C5H10Si

Weight: 98.21840

Synonyms: Ethynyltrimethylsilane TriMethylsilylacetylene ethynyl(trimethyl)silane (Trimethylsilyl)Acetylene


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Description

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.

Basic Information
CAS No.:
1066-54-2
Synonyms:
Ethynyltrimethylsilane TriMethylsilylacetylene ethynyl(trimethyl)silane (Trimethylsilyl)Acetylene
Formula:
C5H10Si
Molecular Weight:
98.21840
PSA:
LogP:
1.49700
Properties
Appearance & Character:
Transparent colorless liquid
Density:
0.695 g/mL at 25 °C(lit.)
Melting Point:
>0°C
Boiling Point:
53 °C(lit.)
Flash Point:
<−30 °F
Storage Conditions:
2-8ºC
Safety Info
Symbol:
GHS02; GHS07
Hazard Statement:
H225; H315; H319; H335
Warning Statement:
P210; P261; P305 + P351 + P338
Customs Code:
29310095
Hazard Category Code:
R11; R36/37/38
Security Instructions:
S16-S26-S36
Dangerous Goods Sign:
F