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6224-91-5 - 1-Trimethylsilyl-1-propyne, 98% - Methyl trimethylsilyl acetylene - Propargyltrimethylsilane - B24875 - Alfa Aesar

B24875 1-Trimethylsilyl-1-propyne, 98%

CAS Number
6224-91-5
Synonyms
Methyl trimethylsilyl acetylene
Propargyltrimethylsilane

Size Price ($) Quantity Availability
1g 40.00
5g 107.00
25g 426.00
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1-Trimethylsilyl-1-propyne, 98%

MDL
MFCD00009271
EINECS
228-314-5

Chemical Properties

Formula
CH3C≡CSi(CH3)3
Formula Weight
112.25
Melting point
-69°
Boiling Point
99-100°
Flash Point
-3°(26°F)
Density
0.753
Refractive Index
1.4200
Solubility
Miscible with toluene.

Applications

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.

Notes

Store in a cool place. Incompatible with strong oxidizing agents and strong bases.

Literature References

Alkylation of the lithio-derivative proceeds with only a small amount of allylic rearrangement to the allene, and is thus a useful route to substituted terminal alkynes: Tetrahedron Lett., 5041 (1968):

Trost, B. M.; Koester, D. C.; Herron, A. N. Stereocontrolled Synthesis of Vinyl Boronates and Vinyl Silanes via Atom-Economical Ruthenium-Catalyzed Alkene-Alkyne Coupling. Angew. Chem. Int. Ed. 2015, 127 (52), 16089-16092.

Thakur, A.; Louie, J. Advances in Nickel-Catalyzed Cycloaddition Reactions To Construct Carbocycles and Heterocycles. Acc. Chem. Res. 2015, 48 (8), 2354-2365.

GHS Hazard and Precautionary Statements

Hazard Statements: H225

Highly flammable liquid and vapour.

Precautionary Statements: P210-P243-P403

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Take precautionary measures against static discharge. Store in a well-ventilated place.

Other References

Beilstein
1071311
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
No

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