(TRIISOPROPYLSILYL)ACETYLENE
Synonym(s):Ethynyltriisopropylsilane
- CAS NO.:89343-06-6
- Empirical Formula: C11H22Si
- Molecular Weight: 182.38
- MDL number: MFCD00075452
- EINECS: 629-580-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-05-28 19:59:05
What is (TRIISOPROPYLSILYL)ACETYLENE?
The Uses of (TRIISOPROPYLSILYL)ACETYLENE
(Triisopropylsilyl)acetylene (TIPS-acetylene) is an easily handled and inexpensive monoprotected acetylene used as an attractive substitute for trimethylsilylacetylene (TMSacetylene). The bulkier silyl protecting group of TIPS-acetylene provides stability in a wider range of reaction conditions than TMS-acetylene. Its higher boiling point also provides better handling and safety than TMS-acetylene (bp 87–88°C at 12 hPa (9 mmHg)). The general utility of TIPS-acetylene is often highlighted in the transition metal-catalyzed C–C bond formations, including but not limited to transition metal-catalyzed Coupling Reactions;Reaction of TIPS-acetylide with Electrophiles;Synthesis of Polyynes;Transition Metal-catalyzed Cross-addition of TIPSacetylene to Alkynes;Hydroalkynylation;Direct Alkynylation;Conjugate Addition;Cycloaddition;Ring-opening Reactions etc.
What are the applications of Application
(Triisopropylsilyl)acetylene is an addition and alkynylation synthesis reagent
Properties of (TRIISOPROPYLSILYL)ACETYLENE
Melting point: | 50-51 °C |
Boiling point: | 50-52 °C/0.6 mmHg (lit.) |
Density | 0.813 g/mL at 25 °C (lit.) |
Flash point: | 133 °F |
storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
solubility | Miscible with organic solvents. |
Safety information for (TRIISOPROPYLSILYL)ACETYLENE
Signal word | Warning |
Pictogram(s) |
Flame Flammables GHS02 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H226:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (TRIISOPROPYLSILYL)ACETYLENE
InChIKey | KZGWPHUWNWRTEP-UHFFFAOYSA-N |
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